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Journal articles on the topic 'Soft enolization'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Chen, Ming, and Guangbin Dong. "Direct Catalytic Desaturation of Lactams Enabled by Soft Enolization." Journal of the American Chemical Society 139, no. 23 (2017): 7757–60. http://dx.doi.org/10.1021/jacs.7b04722.

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2

Coltart, Don, Guoqiang Zhou, and Julianne Yost. "A Direct Aldol Addition of Simple Thioesters Employing Soft Enolization." Synthesis 2007, no. 3 (2007): 478–82. http://dx.doi.org/10.1055/s-2006-958959.

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3

Aderibigbe, Sabrina O., та Don M. Coltart. "Synthesis of 1,3-Diketones and β-Keto Thioesters via Soft Enolization". Journal of Organic Chemistry 84, № 15 (2019): 9770–77. http://dx.doi.org/10.1021/acs.joc.9b00397.

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4

Obydennov, Dmitrii L., Viktoria V. Viktorova, Elena V. Chernyshova, Alexander S. Shirinkin, Sergey A. Usachev, and Vyacheslav Y. Sosnovskikh. "Direct Synthesis of 5-Acyl-3-oxy-4-pyrones Based On Acid-Catalyzed Acylation of Enaminodiones with Acylbenzotriazoles via Soft Enolization." Synthesis 52, no. 15 (2020): 2267–76. http://dx.doi.org/10.1055/s-0040-1707471.

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Abstract:

A novel convenient acid-catalyzed acylation of enaminodiones with acylbenzotriazoles via soft enolization has been developed for the direct synthesis of hard-to-reach 5-acyl-3-oxy-4-pyrones. The important advantages of the reaction include broad substrate scope, mild conditions, scalability, and readily isolation of products by crystallization without the use of chromatography. Further modification of the pyrone ring and synthesis of various azaheterocycles via ring-opening transformation have been demonstrated for the preparation of potential scaffolds for inhibition of metalloenzymes.

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5

Alfie, Rachel J., Ngoc Truong, Julianne M. Yost та Don M. Coltart. "A kinetically controlled direct aldol addition of α-chloro thioesters via soft enolization". Tetrahedron Letters 58, № 3 (2017): 185–89. http://dx.doi.org/10.1016/j.tetlet.2016.11.010.

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6

Kim, Hun Young, Seokwoo Lee, Sanghee Kim та Kyungsoo Oh. "Regiodivergent Halogenation of (E)-β-Chlorovinyl Ketones via Soft α-Vinyl Enolization Strategy". Organic Letters 17, № 3 (2015): 450–53. http://dx.doi.org/10.1021/ol5034354.

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7

Yost, Julianne M., Rachel J. Alfie, Emily M. Tarsis, Insun Chong та Don M. Coltart. "Direct carbon–carbon bond formation via soft enolization: aldol addition of α-halogenated thioesters". Chem. Commun. 47, № 1 (2011): 571–72. http://dx.doi.org/10.1039/c0cc02345k.

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8

Lewis, Jennifer D., Stijn Van de Vyver, and Yuriy Román-Leshkov. "Acid-Base Pairs in Lewis Acidic Zeolites Promote Direct Aldol Reactions by Soft Enolization." Angewandte Chemie 127, no. 34 (2015): 9973–76. http://dx.doi.org/10.1002/ange.201502939.

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9

Lewis, Jennifer D., Stijn Van de Vyver, and Yuriy Román-Leshkov. "Acid-Base Pairs in Lewis Acidic Zeolites Promote Direct Aldol Reactions by Soft Enolization." Angewandte Chemie International Edition 54, no. 34 (2015): 9835–38. http://dx.doi.org/10.1002/anie.201502939.

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10

St-Gelais, Alexis, Jérôme Alsarraf, Jean Legault, Charles Gauthier, and André Pichette. "Soft-enolization Baker–Venkataraman Rearrangement Enabled Total Synthesis of Dirchromones and Related 2-Substituted Chromones." Organic Letters 20, no. 23 (2018): 7424–28. http://dx.doi.org/10.1021/acs.orglett.8b03148.

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11

Kohler, Mark C., Julianne M. Yost, Michelle R. Garnsey, and Don M. Coltart. "Direct Carbon−Carbon Bond Formation via Soft Enolization: A Biomimetic Asymmetric Mannich Reaction of Phenylacetate Thioesters." Organic Letters 12, no. 15 (2010): 3376–79. http://dx.doi.org/10.1021/ol101152b.

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12

Kim, Hun Young, Edward Oscar Rooney, Raymond Phillip Meury та Kyungsoo Oh. "Ambivalent Reactivity Modes of β-Chlorovinyl Ketones: Electrophilic Lithium [3]Cumulenolates from Soft Vinyl Enolization Strategy". Angewandte Chemie International Edition 52, № 31 (2013): 8026–30. http://dx.doi.org/10.1002/anie.201302750.

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13

Yost, Julianne M., Rachel J. Alfie, Emily M. Tarsis, Insun Chong та Don M. Coltart. "ChemInform Abstract: Direct Carbon-Carbon Bond Formation via Soft Enolization: Aldol Addition of α-Halogenated Thioesters." ChemInform 42, № 18 (2011): no. http://dx.doi.org/10.1002/chin.201118025.

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14

Kim, Hun Young, Edward Oscar Rooney, Raymond Phillip Meury та Kyungsoo Oh. "Ambivalent Reactivity Modes of β-Chlorovinyl Ketones: Electrophilic Lithium [3]Cumulenolates from Soft Vinyl Enolization Strategy". Angewandte Chemie 125, № 31 (2013): 8184–88. http://dx.doi.org/10.1002/ange.201302750.

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15

Coltart, Don M., Julianne Yost, Michelle Garnsey, and Mark Kohler. "Direct Carbon-Carbon Bond Formation via Soft Enolization of Thioesters: An Operationally Simple Mannich Addition Reaction." Synthesis 2009, no. 01 (2008): 56–58. http://dx.doi.org/10.1055/s-0028-1083278.

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16

Lim, Daniel, Fang, Guoqiang Zhou, and Don M. Coltart. "Direct Carbon−Carbon Bond Formation via Soft Enolization: A Facile and Efficient Synthesis of 1,3-Diketones." Organic Letters 9, no. 21 (2007): 4139–42. http://dx.doi.org/10.1021/ol701599v.

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17

Lewis, Jennifer D., Stijn Van de Vyver, and Yuriy Roman-Leshkov. "ChemInform Abstract: Acid-Base Pairs in Lewis Acidic Zeolites Promote Direct Aldol Reactions by Soft Enolization." ChemInform 46, no. 47 (2015): no. http://dx.doi.org/10.1002/chin.201547075.

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18

Kohler, Mark C., Julianne M. Yost, Michelle R. Garnsey, and Don M. Coltart. "ChemInform Abstract: Direct Carbon-Carbon Bond Formation via Soft Enolization: A Biomimetic Asymmetric Mannich Reaction of Phenylacetate Thioesters." ChemInform 41, no. 45 (2010): no. http://dx.doi.org/10.1002/chin.201045072.

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19

Kim, Hun Young, та Kyungsoo Oh. "Divergent Reaction Pathways of β‐Chlorovinyl Ketones: Microwave‐Assisted Thermal Nazarov Cyclization versus Cycloisomerization via Soft Vinyl Enolization". Advanced Synthesis & Catalysis 362, № 6 (2020): 1391–98. http://dx.doi.org/10.1002/adsc.201901399.

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20

Truong, Ngoc, Scott J. Sauer, Cyndie Seraphin-Hatcher та Don M. Coltart. "Direct carbon–carbon bond formation via reductive soft enolization: a syn-selective Mannich addition of α-iodo thioesters". Organic & Biomolecular Chemistry 14, № 33 (2016): 7864–68. http://dx.doi.org/10.1039/c6ob01244b.

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21

Kim, Hun Young, Edward Oscar Rooney, Raymond Phillip Meury та Kyungsoo Oh. "ChemInform Abstract: Ambivalent Reactivity Modes of β-Chlorovinyl Ketones: Electrophilic Lithium [3]Cumulenolates from Soft Vinyl Enolization Strategy." ChemInform 44, № 51 (2013): no. http://dx.doi.org/10.1002/chin.201351032.

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22

Crimmins, Michael T., Bryan W. King, Elie A. Tabet, and Kleem Chaudhary. "Asymmetric Aldol Additions: Use of Titanium Tetrachloride and (−)-Sparteine for the Soft Enolization ofN-Acyl Oxazolidinones, Oxazolidinethiones, and Thiazolidinethiones." Journal of Organic Chemistry 66, no. 3 (2001): 894–902. http://dx.doi.org/10.1021/jo001387r.

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23

Coltart, Don, Daniel Lim, Guoqiang Zhou, Alexandra Livanos, and Fang Fang. "MgBr2·OEt2-Promoted Coupling of Ketones and Activated Acyl Donors via Soft Enolization: A Practical Synthesis of 1,3-Diketones." Synthesis 2008, no. 13 (2008): 2148–52. http://dx.doi.org/10.1055/s-2008-1042947.

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24

Kim, Hun Young, Jian-Yuan Li та Kyungsoo Oh. "A Soft Vinyl Enolization Approach to α-Acylvinyl Anions: Direct Aldol/Aldol Condensation Reactions of (E)-β-Chlorovinyl Ketones". Angewandte Chemie International Edition 52, № 13 (2013): 3736–40. http://dx.doi.org/10.1002/anie.201209876.

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25

Kim, Hun Young, Jian-Yuan Li та Kyungsoo Oh. "A Soft Vinyl Enolization Approach to α-Acylvinyl Anions: Direct Aldol/Aldol Condensation Reactions of (E)-β-Chlorovinyl Ketones". Angewandte Chemie 125, № 13 (2013): 3824–28. http://dx.doi.org/10.1002/ange.201209876.

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26

Sauer, Scott J., Michelle R. Garnsey та Don M. Coltart. "Direct Carbon−Carbon Bond Formation via Reductive Soft Enolization: A Kinetically Controlledsyn-Aldol Addition of α-Halo Thioesters and Enolizable Aldehydes". Journal of the American Chemical Society 132, № 40 (2010): 13997–99. http://dx.doi.org/10.1021/ja1057407.

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27

Kim, Hun Young, Jian-Yuan Li та Kyungsoo Oh. "ChemInform Abstract: A Soft Vinyl Enolization Approach to α-Acylvinyl Anions: Direct Aldol/Aldol Condensation Reactions of (E)-β-Chlorovinyl Ketones." ChemInform 44, № 33 (2013): no. http://dx.doi.org/10.1002/chin.201333086.

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28

Crimmins, Michael T., Bryan W. King, Elie A. Tabet, and Kleem Chaudhary. "ChemInform Abstract: Asymmetric Aldol Additions: Use of Titanium Tetrachloride and (-)-Sparteine for the Soft Enolization of N-Acyl Oxazolidinones, Oxazolidinethiones, and Thiazolidinethiones." ChemInform 32, no. 27 (2010): no. http://dx.doi.org/10.1002/chin.200127021.

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29

Kim, Hun Young, та Kyungsoo Oh. "1,3-Dienones and 2H-Pyran-2-ones from Soft α-Vinyl Enolization of β-Chlorovinyl Ketones: Defined Roles of Brönsted and Lewis Base". Organic Letters 17, № 24 (2015): 6254–57. http://dx.doi.org/10.1021/acs.orglett.5b03265.

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30

Sauer, Scott J., Michelle R. Garnsey та Don M. Coltart. "ChemInform Abstract: Direct Carbon-Carbon Bond Formation via Reductive Soft Enolization: A Kinetically Controlled syn-Aldol Addition of α-Halo Thioesters and Enolizable Aldehydes." ChemInform 42, № 7 (2011): no. http://dx.doi.org/10.1002/chin.201107112.

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31

Zhou, Guoqiang, Daniel Lim, and Don M. Coltart. "Direct Carbon−Carbon Bond Formation via Chemoselective Soft Enolization of Thioesters: A Remarkably Simple and Versatile Crossed-Claisen Reaction Applied to the Synthesis of LY294002." Organic Letters 10, no. 17 (2008): 3809–12. http://dx.doi.org/10.1021/ol801498u.

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32

"Versatile Crossed-Claisen Rearrangement by Soft Enolization of Thioesters." Synfacts 2008, no. 12 (2008): 1314. http://dx.doi.org/10.1055/s-0028-1083595.

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33

Yost, Julianne M., Michelle R. Garnsey, Mark C. Kohler, and Don M. Coltart. "ChemInform Abstract: Direct Carbon-Carbon Bond Formation via Soft Enolization of Thioesters: An Operationally Simple Mannich Addition Reaction." ChemInform 40, no. 20 (2009). http://dx.doi.org/10.1002/chin.200920054.

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34

Lim, Daniel, Fang Fang, Guoqiang Zhou, and Don M. Coltart. "ChemInform Abstract: Direct Carbon-Carbon Bond Formation via Soft Enolization: A Facile and Efficient Synthesis of 1,3-Diketones." ChemInform 39, no. 12 (2008). http://dx.doi.org/10.1002/chin.200812080.

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35

Truong, Ngoc, Scott J. Sauer, Cyndie Seraphin-Hatcher та Don M. Coltart. "ChemInform Abstract: Direct Carbon-Carbon Bond Formation via Reductive Soft Enolization: A syn-Selective Mannich Addition of α-Iodo Thioesters." ChemInform 47, № 52 (2016). http://dx.doi.org/10.1002/chin.201652158.

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36

Lim, Daniel, Guoqiang Zhou, Alexandra E. Livanos, Fang Fang, and Don M. Coltart. "ChemInform Abstract: MgBr2×OEt2-Promoted Coupling of Ketones and Activated Acyl Donors via Soft Enolization: A Practical Synthesis of 1,3-Diketones." ChemInform 39, no. 44 (2008). http://dx.doi.org/10.1002/chin.200844040.

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37

Kim, Hun Young, та Kyungsoo Oh. "ChemInform Abstract: 1,3-Dienones and 2H-Pyran-2-ones from Soft α-Vinyl Enolization of β-Chlorovinyl Ketones: Defined Roles of Broensted and Lewis Base." ChemInform 47, № 19 (2016). http://dx.doi.org/10.1002/chin.201619132.

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38

Zhou, Guoqiang, Daniel Lim, and Don M. Coltart. "ChemInform Abstract: Direct Carbon-Carbon Bond Formation via Chemoselective Soft Enolization of Thioesters: A Remarkably Simple and Versatile Crossed Claisen Reaction Applied to the Synthesis of LY294002." ChemInform 40, no. 2 (2009). http://dx.doi.org/10.1002/chin.200902099.

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