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Journal articles on the topic 'SAMP-hydrazone method'

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Published: 5 June 2025
Last updated: 1 August 2025

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1

Enders, Dieter, and Christoph Thiebes. "Efficient stereoselective syntheses of piperidine, pyrrolidine, and indolizidine alkaloids." Pure and Applied Chemistry 73, no. 3 (2001): 573–78. http://dx.doi.org/10.1351/pac200173030573.

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Recent advances in the diastereo- and enantioselective synthesis of piperidine, pyrrolidine, and indolizidine alkaloids, based on the highly stereoselective 1,2-addition to the CN double bond of chiral aldehyde-SAMP/RAMP hydrazones, are described. The enantioselective syntheses of the pyrrolidine alkaloids bgugaine and (2S,12¢R)-2-(12¢-aminotridecyl)-pyrrolidine, a defense alkaloid of the Mexican bean beetle are reported. Furthermore, the SAMP/RAMP-hydrazone method was applied to the syntheses of two 5,8-disubstituted indolizidine alkaloids that have been extracted from neotropical poison-dart
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2

Fleischhauer, Jörg, Sven Gabriel, Dieter Enders, and Axe Wollmer. "CD-Spectroscopic Investigations for the Determination of the Absolute Configuration of (4R,6S,7S)-Serricomin." Zeitschrift für Naturforschung B 56, no. 12 (2001): 1344–48. http://dx.doi.org/10.1515/znb-2001-1216.

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Abstract The absolute configuration of the conformationally flexible (4R,6S,7S)-serricornin, a non­ natural isomer of the female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), was determined by comparison of measured and calculated circular dichroism spectra. The rotational strengths were calculated by means of the semiempirical CNDO/2S-method. The total synthesis was accomplished by the SAMP/RAMP-hydrazone method.
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3

Dieter, Enders, and Thiebes Christoph. "Enantioselective synthesis of both enantiomers of bgugaine employing the SAMP-hydrazone method." Journal of Indian Chemical Society Vol. 76, Nov-Dec 1999 (1999): 561–64. https://doi.org/10.5281/zenodo.5862094.

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Institut fur Organische Chemie, RWTH Aachen, Professor-Pirlet-Strasse 1 ,D-52074 Aachen, Germany <em>Manuscript received 20 August 1999</em> The synthesis of both enantiomers of bgugaine by 1,2-addition of organometallic reagents to aldehyde-SAMP-hydrazones, followed by N-N-bond cleavage and cyclization is described. The new method provides an entry into the preparation of enantiomerically pure 2-substituted pyrrolidines.
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4

Enders, D., U. Baus, P. Müller, K. C. Nicolaou, and B. Jandeleit. "Asymmetric Synthesis of 3-Substituted 4-Oxoesters Using the SAMP-/RAMP-Hydrazone Method." Molecules Online 2, no. 1 (1998): 15–21. http://dx.doi.org/10.1007/s007830050049.

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5

Enders, Dieter, Carsten F. Janeck та Gerhard Raabe. "Asymmetric β-Aminoethylation of Ketones and Nitriles with Tosylaziridines Employing the SAMP-Hydrazone Method". European Journal of Organic Chemistry 2000, № 19 (2000): 3337–45. http://dx.doi.org/10.1002/1099-0690(200010)2000:19<3337::aid-ejoc3337>3.0.co;2-v.

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6

Enders, Dieter, and Christoph Thiebes. "ChemInform Abstract: Enantioselective Synthesis of Both Enantiomers of Bgugaine Employing the SAMP-Hydrazone Method." ChemInform 31, no. 40 (2000): no. http://dx.doi.org/10.1002/chin.200040207.

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7

Enders, Dieter, and Bernhard Bockstiegel. "Enantioselective Alkylation of 2,2-Dimethyl-1,3-dioxan-5-one Using the SAMP-/RAMP-Hydrazone Method." Synthesis 1989, no. 07 (1989): 493–96. http://dx.doi.org/10.1055/s-1989-27298.

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8

Birkbeck, Anthony A., and Dieter Enders. "The total synthesis of (+)-pectinatone: An iterative alkylation approach based on the SAMP-hydrazone method." Tetrahedron Letters 39, no. 43 (1998): 7823–26. http://dx.doi.org/10.1016/s0040-4039(98)01742-0.

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9

Enders, Dieter, Winfried Gatzweiler та Eleonore Dederichs. "Diastereo- and enantioselective synthesis of α,α'-Disubstituted spiroacetals using the SAMP-/RAMP-hydrazone method". Tetrahedron 46, № 13-14 (1990): 4757–92. http://dx.doi.org/10.1016/s0040-4020(01)85594-0.

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10

Enders, Dieter, Carsten F. Janeck та Gerhard Raabe. "ChemInform Abstract: Asymmetric β-Aminoethylation of Ketones and Nitriles with Tosylaziridines Employing the SAMP-Hydrazone Method." ChemInform 32, № 6 (2001): no. http://dx.doi.org/10.1002/chin.200106048.

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11

BIRKBECK, A. A., and D. ENDERS. "ChemInform Abstract: The Total Synthesis of (+)-Pectinatone: An Iterative Alkylation Approach Based on the SAMP-Hydrazone Method." ChemInform 30, no. 1 (2010): no. http://dx.doi.org/10.1002/chin.199901220.

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12

Enders, Dieter, Winfried Gatzweiler та Udo Jegelka. "Diastereo- and Enantioselective Synthesis of α,α′-Disubstituted,C 2-Symmetric Ketones Using the SAMP-/RAMP-Hydrazone Method". Synthesis 1991, № 12 (1991): 1137–41. http://dx.doi.org/10.1055/s-1991-28405.

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13

Enders, Dieter, та Shiro Nakai. "Regio-, Diastereo-, and Enantioselective Synthesis ofvic-Diols via α-Silyl Ketones According to the SAMP/RAMP Hydrazone Method". Chemische Berichte 124, № 1 (1991): 219–26. http://dx.doi.org/10.1002/cber.19911240133.

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14

Job, Andreas, René Nagelsdiek, and Dieter Enders. "Versatile Enantioselective Synthesis of Four Diastereomers of Serricornin, a Sex Pheromone of the Cigarette Beetle, Using the SAMP/RAMP-Hydrazone Method." Collection of Czechoslovak Chemical Communications 65, no. 4 (2000): 524–38. http://dx.doi.org/10.1135/cccc20000524.

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Serricornin is a female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), which is a pest of dried foodstuffs and tobacco. We report a versatile and short synthesis of all possible 6,7-syn-isomers of serricornin, including the natural isomer. Starting from the SAMP and RAMP derivatives of diethyl ketone we obtained four different enantiopure and diastereomerically pure serricornins. The main advantage of this method is that only a single kind of chiral starting material is needed for the construction of three stereogenic centers. During the synthesis further useful interm
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15

ENDERS, D., W. GATZWEILER та U. JEGELKA. "ChemInform Abstract: Diastereo- and Enantioselective Synthesis of α,α′- Disubstituted, C2-Symmetric Ketones Using the SAMP-/RAMP-Hydrazone Method." ChemInform 23, № 26 (2010): no. http://dx.doi.org/10.1002/chin.199226058.

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16

ENDERS, D., and S. NAKAI. "ChemInform Abstract: Regio-, Diastereo-, and Enantioselective Synthesis of vic-Diols via . alpha.-Silyl Ketones According to the SAMP/RAMP Hydrazone Method." ChemInform 22, no. 14 (2010): no. http://dx.doi.org/10.1002/chin.199114105.

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17

Job, Andreas, Rene Nagelsdiek, and Dieter Enders. "ChemInform Abstract: Versatile Enantioselective Synthesis of Four Diastereomers of Serricornin, a Sex Pheromone of the Cigarette Beetle, Using the SAMP/RAMP-Hydrazone Method." ChemInform 31, no. 39 (2000): no. http://dx.doi.org/10.1002/chin.200039218.

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18

Enders, D., and U. Jegelka. "1,3-Dioxan-5-one as C3-building block for the diastereo- and enantioselective synthesis of C5- to C9-deoxy sugars using the SAMP-/RAMP-hydrazone method." Tetrahedron Letters 34, no. 15 (1993): 2453–56. http://dx.doi.org/10.1016/s0040-4039(00)60439-2.

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19

ENDERS, D., and U. JEGELKA. "ChemInform Abstract: 1,3-Dioxan-5-ones as C3-Building Block for the Diastereo- and Enantioselective Synthesis of C5- to C9-Deoxy Sugars Using the SAMP-/ RAMP-Hydrazone Method." ChemInform 24, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.199336255.

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20

"ASYMMETRIC SYNTHESES USING THE SAMP-/RAMP-HYDRAZONE METHOD: (S)-(+)-4-METHYL-3-HEPTANONE." Organic Syntheses 65 (1987): 183. http://dx.doi.org/10.15227/orgsyn.065.0183.

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21

ENDERS, D., W. GATZWEILER та E. DEDERICHS. "ChemInform Abstract: Diastereo- and Enantioselective Synthesis of α,α′-Disubstituted Spiroacetals Using the SAMP-/RAMP-Hydrazone Method." ChemInform 21, № 44 (1990). http://dx.doi.org/10.1002/chin.199044168.

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22

ENDERS, D., and B. BOCKSTIEGEL. "ChemInform Abstract: Enantioselective Alkylation of 2,2-Dimethyl-1,3-dioxan-5-one (I) Using the SAMP-/RAMP-Hydrazone Method." ChemInform 20, no. 51 (1989). http://dx.doi.org/10.1002/chin.198951182.

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