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1

Ma, Shengming. "Control of regio- and stereoselectivity in electrophilic addition reactions of allenes." Pure and Applied Chemistry 79, no. 2 (2007): 261–67. http://dx.doi.org/10.1351/pac200779020261.

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The halohydroxylation reaction of 1,2-allenyl sulfoxides exhibits E-selectivity while those of analogous sulfides and selenides show Z-selectivity. Rationales for the stereoselectivities are proposed. The reaction of 2,3-allenols with X+ affords 3-halo-2,5-dihydrofurans or 3-halo-3-enals depending on the nature of the alcohols.
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2

Chong, Qinglei, Shuoqing Zhang, Fengchang Cheng, Jiping Wang, Xin Hong, and Fanke Meng. "N-Heterocyclic Carbene–Cu-Catalyzed Enantioselective Allenyl Conjugate Addition." Organic Letters 20, no. 21 (2018): 6896–900. http://dx.doi.org/10.1021/acs.orglett.8b03029.

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3

Yamamoto, Yoshinori, Mohammad Al-Masum та Akira Takeda. "Palladium catalysed γ-addition of pronucleophiles to allenyl sulfieds". Chem. Commun., № 7 (1996): 831–32. http://dx.doi.org/10.1039/cc9960000831.

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4

Reissig, Hans-Ulrich, and Reinhold Zimmer. "Cyclizations of Alkoxyallenes: Mechanisms, Intermediates, ­Products – A Personal Account on Solved and Unsolved Problems with Unique Allene Building Blocks." Synthesis 49, no. 15 (2017): 3291–302. http://dx.doi.org/10.1055/s-0036-1588846.

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The additions of lithiated alkoxyallenes to electrophiles, such as carbonyl compounds, thioketones, imines, and nitrones, provide the expected primary addition products. These alkoxyallene intermediates undergo ring-closure reactions under quite different conditions. Whereas allenyl hydroxylamine derivatives spontaneously cyclize to 1,2-oxazine derivatives, the related allenyl amines, thiols, and alcohols require, with distinct exceptions, promotion by acids, base, silver(I), or gold(I). The different mechanisms of these processes are discussed in this account. The serendipitous discovery of a
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5

Sigman, Matthew S., and Bruce E. Eaton. "Addition of primary amines to conjugated allenyl aldehydes and ketones." Tetrahedron Letters 34, no. 34 (1993): 5367–68. http://dx.doi.org/10.1016/s0040-4039(00)73910-4.

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6

Vrancken, Emmanuel, Nacira Alouane, Hélène Gérard, and Pierre Mangeney. "Addition of Hetero Allenyl Copper Reagents to Aldehydes: Scope and Behavior." Journal of Organic Chemistry 72, no. 5 (2007): 1770–79. http://dx.doi.org/10.1021/jo062344z.

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7

YAMAMOTO, Y., M. AL-MASUM та A. TAKEDA. "ChemInform Abstract: Palladium Catalyzed γ-Addition of Pronucleophiles to Allenyl Sulfides." ChemInform 27, № 32 (2010): no. http://dx.doi.org/10.1002/chin.199632087.

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8

Silvestri, Maximilian A., Deborah C. Bromfield, and Salvatore D. Lepore. "Michael−Stork Addition of Cyclopentyl Enamine to Allenyl Ketones and Esters." Journal of Organic Chemistry 70, no. 20 (2005): 8239–41. http://dx.doi.org/10.1021/jo0512103.

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9

Song, Yulong, Shihua Song, Xinyu Duan, et al. "Copper-catalyzed radical approach to allenyl iodides." Chemical Communications 55, no. 78 (2019): 11774–77. http://dx.doi.org/10.1039/c9cc05853b.

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10

Kazmaier, Uli, and Simon Lucas. "Allenyl Ketones as Versatile Michael Acceptors for the Addition of Chelated Enolates." Synlett, no. 2 (2006): 255–58. http://dx.doi.org/10.1055/s-2005-923591.

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11

Vrancken, Emmanuel, Pierre Mangeney, and Hélène Gérard. "Li+-Controlled Diastereoselectivity of the Addition of Allenyl Cuprate Reagents to Aldehydes." Synthesis 49, no. 03 (2016): 526–31. http://dx.doi.org/10.1055/s-0036-1588613.

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12

Chen, Dianpeng, Gangdong Xing, Jinzhong Yao та Hongwei Zhou. "Applicable β-sulfonium carbanions: facile construction of thiophene derivatives". Organic Chemistry Frontiers 4, № 6 (2017): 1042–45. http://dx.doi.org/10.1039/c6qo00675b.

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13

Le Boucher d’Herouville, Florent, Anthony Millet, Michelangelo Scalone, and Véronique Michelet. "Synthesis of Atropisomeric MeOBIPHEP Analogues and Their Application in Silver-Catalyzed Cycloisomerization of Allenols." Synthesis 48, no. 19 (2016): 3309–16. http://dx.doi.org/10.1055/s-0035-1562448.

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The preparation of novel MeOBIPHEP atropisomeric chiral congener ligands via an efficient palladium-catalyzed P–C coupling key step is described. We demonstrate that these palladium-catalyzed conditions are compatible with the brominated MeOBIPHEP backbone. The reaction conditions for asymmetric silver-catalyzed cycloisomerization of γ-allenols were optimized, leading to the first enantioselective catalytic system employing atropisomeric diphosphine ligands as the chiral inducer. The process follows a major 5-exo cyclization via addition of the alcohol moiety to the π-activated allenyl interme
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14

Hasanov, Hasan H., Ivaylo K. Ivanov та Valerij Ch Christov. "Bifunctionalized allenes. Part XXI. Electrophilic cyclization and addition reactions of 3-(α- or β-hydroxyalkyl)-allenylphosphonates and allenyl phosphine oxides". Phosphorus, Sulfur, and Silicon and the Related Elements 193, № 10 (2018): 611–19. http://dx.doi.org/10.1080/10426507.2018.1487432.

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15

Dunsizer, R. Todd, Vera M. Marsico, Véronique Plantevin та Andrew Wojcicki. "Addition reactions of η3-allenyl/propargyl and η3-trimethylenemethane complexes of platinum and palladium". Inorganica Chimica Acta 342 (січень 2003): 279–90. http://dx.doi.org/10.1016/s0020-1693(02)01168-4.

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16

Simón, Luis, and Robert S. Paton. "Phosphazene Catalyzed Addition to Electron-Deficient Alkynes: The Importance of Nonlinear Allenyl Intermediates upon Stereoselectivity." Journal of Organic Chemistry 82, no. 7 (2017): 3855–63. http://dx.doi.org/10.1021/acs.joc.7b00540.

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17

Cheng, Yuan-Chung, Yu-Kun Chen, Tsang-Miao Huang, et al. "Synthesis of Metallacyclobutenes of Late Transition Metals via Nucleophilic Addition of Allenyl or Propargyl Complexes." Organometallics 17, no. 14 (1998): 2953–57. http://dx.doi.org/10.1021/om9708642.

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18

Vrancken, Emmanuel, Pierre Mangeney, and Nacira Alouane. "Preparation of anti-1,2-Disubstituted Homopropargylic Alcohols by Addition of Allenyl(cyano)cuprates to Aldehydes." Synthesis 2007, no. 8 (2007): 1261–64. http://dx.doi.org/10.1055/s-2007-965969.

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19

Wen, Bo, and Kung K. Wang. "Solution-phase synthesis of bowl- and basket-shaped fullerene fragments via benzannulated enyne–allenes." Pure and Applied Chemistry 84, no. 4 (2012): 893–905. http://dx.doi.org/10.1351/pac-con-11-09-03.

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Benzannulated enyne-allenes bearing an aryl substituent at both the alkynyl and allenyl termini are excellent precursors of 5-aryl-11H-benzo[b]fluorenyl derivatives having the carbon frameworks of fullerene fragments. The mildness of the reaction conditions and the availability of several synthetic methods for benzannulated enyne-allenes allow the design of new synthetic pathways leading to bowl- and basket-shaped fullerene fragments. Specifically, a bowl-shaped C28H18 hydrocarbon bearing a 27-carbon framework of C60 and a basket-shaped C56H40 hydrocarbon bearing a 54-carbon framework of C60 w
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20

Blosser, Patrick W., Mario Calligaris, David G. Schimpff та Andrew Wojcicki. "Slippage of η3-allenyl/propargyl to an η1 structure and tautomerization of η1-propargyl to η1-allenyl in ligand addition and substitution reactions of platinum(II) complexes". Inorganica Chimica Acta 320, № 1-2 (2001): 110–16. http://dx.doi.org/10.1016/s0020-1693(01)00493-5.

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21

Schmidt, Elena Yu, Nadezhda V. Zorina, Olga A. Tarasova, Igor A. Ushakov, and Boris A. Trofimov. "Superbase-catalyzed addition of ketones to propargyl and allenyl ethers in the KOH (KOBut)/DMSO system." Mendeleev Communications 23, no. 4 (2013): 204–5. http://dx.doi.org/10.1016/j.mencom.2013.07.008.

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22

Linderman, Russell J., and Sanyou Chen. "Diastereoselective addition of alkynylstannanes to alpha stannyl substituted mixed acetals: Synthesis of precursors for allenyl carbinols." Tetrahedron Letters 37, no. 22 (1996): 3819–22. http://dx.doi.org/10.1016/0040-4039(96)00722-8.

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23

Patterson, John W. "Synthesis of prostaglandins by conjugate addition and alkylation of a directed enolate ion. 4,5-Allenyl prostaglandins." Journal of Organic Chemistry 55, no. 20 (1990): 5528–31. http://dx.doi.org/10.1021/jo00307a028.

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24

Gamble, A. S., K. R. Birdwhistell, and J. L. Templeton. "Electrophilic addition reactions of tungsten .eta.2-allenyl complexes formed by deprotonation of four-electron alkyne ligands." Journal of the American Chemical Society 112, no. 5 (1990): 1818–24. http://dx.doi.org/10.1021/ja00161a027.

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25

Liu, Guosheng, and Xiyan Lu. "ChemInform Abstract: Palladium(II)-Catalyzed Tandem Reaction of Intramolecular Aminopalladation of Allenyl N-Tosylcarbamates and Conjugate Addition." ChemInform 33, no. 17 (2010): no. http://dx.doi.org/10.1002/chin.200217108.

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26

Chen, Jwu-Ting, Ray-Hsi Hsu та Ai-Jan Chen. "Addition of Aromatic C−H Bonds to η3-Allenyl/Propargyl Complexes. Organoplatinum-Induced Electrophilic Aromatic Substitution Reactions". Journal of the American Chemical Society 120, № 13 (1998): 3243–44. http://dx.doi.org/10.1021/ja973926o.

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27

Santelli, Maurice, Douniazad El Abed, and Abdelkebir Jellal. ".alpha.,.beta.-Unsaturated acyl cyanides. 6. Self-condensation and conjugate addition of allyl-, allenyl-, propargyl-, and alkynyltrimethylsilanes." Journal of Organic Chemistry 51, no. 8 (1986): 1199–206. http://dx.doi.org/10.1021/jo00358a008.

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28

Ma, Shengming, Guangke He, Can Xue, and Chunling Fu. "An Efficient Synthesis of Allenyl Perfluoroalkyl Ketones from Mono-1,2-Addition-Elimination Reaction of Allenoates with RfMgX." Synlett 2010, no. 02 (2010): 281–85. http://dx.doi.org/10.1055/s-0029-1219169.

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29

Breman, Arjen C., Jan Dijkink, Jan H. van Maarseveen, Sape S. Kinderman та Henk Hiemstra. "Expedient Pyrrolizidine Synthesis by Propargylsilane Addition toN-Acyliminium Ions followed by Gold-Catalyzed α-Allenyl Amide Cyclization". Journal of Organic Chemistry 74, № 16 (2009): 6327–30. http://dx.doi.org/10.1021/jo901393y.

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30

Chiang, Wen-Chi, Fu-Yu Tsai, Yuan-Chung Cheng, Gene-Hsiang Lee, Yu Wang та Jwu-Ting Chen. "Organometallic sulfato- and phosphato-allyl complexes synthesized from regioselective addition of oxyacids to an η3-allenyl–propargyl complex". Inorganica Chimica Acta 334 (травень 2002): 213–18. http://dx.doi.org/10.1016/s0020-1693(02)00762-4.

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31

Chen, Jwu-Ting. "Addition reactions of mononuclear η3-allenyl/propargyl transition metal complexes: a new class of potent organometallic carbon electrophiles". Coordination Chemistry Reviews 190-192 (вересень 1999): 1143–68. http://dx.doi.org/10.1016/s0010-8545(99)00180-0.

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32

Huang, Xian, and Ruwei Shen. "Polysubstituted 5-Functionalized 2-Pyrone Derivatives: Facile Synthesis via Tandem Nucleophilic Addition/Lactonization Reaction of 1,2-Allenyl Esters." Synthesis 2006, no. 16 (2006): 2731–37. http://dx.doi.org/10.1055/s-2006-942493.

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33

Wang, Fei, Dinghai Wang, Yu Zhou, et al. "Divergent Synthesis of CF3 -Substituted Allenyl Nitriles by Ligand-Controlled Radical 1,2- and 1,4-Addition to 1,3-Enynes." Angewandte Chemie 130, no. 24 (2018): 7258–63. http://dx.doi.org/10.1002/ange.201803668.

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34

Yao, Qian, Yuting Liao, Lili Lin, et al. "Efficient Synthesis of Chiral Trisubstituted 1,2-Allenyl Ketones by Catalytic Asymmetric Conjugate Addition of Malonic Esters to Enynes." Angewandte Chemie 128, no. 5 (2015): 1891–95. http://dx.doi.org/10.1002/ange.201509455.

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35

Yao, Qian, Yuting Liao, Lili Lin, et al. "Efficient Synthesis of Chiral Trisubstituted 1,2-Allenyl Ketones by Catalytic Asymmetric Conjugate Addition of Malonic Esters to Enynes." Angewandte Chemie International Edition 55, no. 5 (2015): 1859–63. http://dx.doi.org/10.1002/anie.201509455.

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36

LINDERMAN, R. J., and S. CHEN. "ChemInform Abstract: Diastereoselective Addition of Alkynylstannanes to Alpha Stannyl Substituted Mixed Acetals: Synthesis of Precursors for Allenyl Carbinols." ChemInform 27, no. 38 (2010): no. http://dx.doi.org/10.1002/chin.199638093.

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37

Wang, Fei, Dinghai Wang, Yu Zhou, et al. "Divergent Synthesis of CF3 -Substituted Allenyl Nitriles by Ligand-Controlled Radical 1,2- and 1,4-Addition to 1,3-Enynes." Angewandte Chemie International Edition 57, no. 24 (2018): 7140–45. http://dx.doi.org/10.1002/anie.201803668.

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38

PATTERSON, J. W. "ChemInform Abstract: Synthesis of Prostaglandins by Conjugate Addition and Alkylation of a Directed Enolate Ion. 4,5-Allenyl Prostaglandins." ChemInform 22, no. 7 (2010): no. http://dx.doi.org/10.1002/chin.199107261.

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39

Schmidt, Elena Yu, Nadezhda V. Zorina, Olga A. Tarasova, Igor A. Ushakov, and Boris A. Trofimov. "ChemInform Abstract: Superbase-Catalyzed Addition of Ketones to Propargyl and Allenyl Ethers in the KOH (KOBut)/DMSO System." ChemInform 45, no. 1 (2013): no. http://dx.doi.org/10.1002/chin.201401075.

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40

Kumar, H., Syed Shafi, Abid Banday, and Tabasum Ismail. "Domino Addition/N-C Heterocyclization of Azides with Allenyl Magnesium Bromide: Rapid Synthesis of 5-Butynyl-1,2,3-triazoles." Synlett 2007, no. 7 (2007): 1109–11. http://dx.doi.org/10.1055/s-2007-977435.

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41

He, Guangke, Can Xue, Chunling Fu, and Shengming Ma. "ChemInform Abstract: An Efficient Synthesis of Allenyl Perfluoroalkyl Ketones from Mono-1,2-Addition-Elimination Reaction of Allenoates with RfMgX." ChemInform 41, no. 21 (2010): no. http://dx.doi.org/10.1002/chin.201021067.

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42

Wei, Tao, Ming-Sheng Xie, Gui-Rong Qu, Hong-Ying Niu, and Hai-Ming Guo. "A New Strategy To Construct Acyclic Nucleosides via Ag(I)-Catalyzed Addition of Pronucleophiles to 9-Allenyl-9H-purines." Organic Letters 16, no. 3 (2014): 900–903. http://dx.doi.org/10.1021/ol4036566.

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43

Santos, Jesús M. de los, Zelai Ochoa та Francisco Palacios. "Stereoselective inverse conjugate addition of nitrogen and carbon nucleophiles to allenyl phosphine oxide. Synthesis of α,β-unsaturated phosphine oxides". Arkivoc 2012, № 4 (2011): 54–62. http://dx.doi.org/10.3998/ark.5550190.0013.406.

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44

Breman, Arjen C., Jan Dijkink, Jan H. van Maarseveen, Sape S. Kinderman, and Henk Hiemstra. "ChemInform Abstract: Expedient Pyrrolizidine Synthesis by Propargylsilane Addition to N-Acyliminium Ions Followed by Gold-Catalyzed α-Allenyl Amide Cyclization." ChemInform 41, no. 1 (2010): no. http://dx.doi.org/10.1002/chin.201001126.

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45

Yeh, An-Chi, Shang-I. Chen, Ai-Jan Chen, Gene-Hsiang Lee, Yu Wang та Jwu-Ting Chen. "Addition of the alkenyl C–H bond of enamines to η3-allenyl/propargyl complexes leading to the formation of pyrrole derivatives". Polyhedron 19, № 5 (2000): 545–48. http://dx.doi.org/10.1016/s0277-5387(99)00404-0.

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46

Agonigi, Gabriele, Marco Bortoluzzi, Tiziana Funaioli, Fabio Marchetti, Guido Pampaloni та Stefano Zacchini. "Synthesis of diiron μ-allenyl complexes by electrophilic addition to propen-2-yl-dimetallacyclopentenone species: A joint experimental and DFT study". Journal of Organometallic Chemistry 731 (травень 2013): 61–66. http://dx.doi.org/10.1016/j.jorganchem.2013.02.005.

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47

Wei, Tao, Ming-Sheng Xie, Gui-Rong Qu, Hong-Ying Niu, and Hai-Ming Guo. "ChemInform Abstract: A New Strategy to Construct Acyclic Nucleosides via Ag(I)-Catalyzed Addition of Pronucleophiles to 9-Allenyl-9H-purines." ChemInform 45, no. 28 (2014): no. http://dx.doi.org/10.1002/chin.201428047.

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48

Yu, Xiuzhao, and Junliang Zhang. "Regioselective Addition of Organometallic Reagents to 2-(1-Alkynyl)-2-alken-1-ones for an Efficient Synthesis of Substituted 1,2-Allenyl Ketones." Advanced Synthesis & Catalysis 353, no. 8 (2011): 1265–68. http://dx.doi.org/10.1002/adsc.201100009.

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49

Chen, Jwu Ting, Tsang Miao Huang, Ming Chu Cheng, Ying Chih Lin, and Yu Wang. "First platina-.eta.3-azatrimethylenemethanes and platinapyrazolines formed from regioselective addition of amine or hydrazine to .sigma.-allenyl complex of platinum(II)." Organometallics 11, no. 5 (1992): 1761–63. http://dx.doi.org/10.1021/om00041a002.

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50

Tsai, Fu-Yu, Ray-Hsi Hsu, Tsang-Miao Huang, Jwu-Ting Chen, Gene-Hsiang Lee та Yu Wang. "Regioselective addition of chalcogenol to an η3-propargyl/allenyl complex via formation of the carbon-chalcogen bond leading to new chalcogenoxyallyl species". Journal of Organometallic Chemistry 520, № 1-2 (1996): 85–96. http://dx.doi.org/10.1016/0022-328x(96)06269-9.

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