Effect of Tertiary Amines on Diastereo-Selectivity of the Asymmetric Conjugate Addition of n-Butyllithium to α,β-Unsaturated Amide Derived from (S)-Proline-Reference-Cited by-同舟云学术

Effect of Tertiary Amines on Diastereo-Selectivity of the Asymmetric Conjugate Addition of n-Butyllithium to α,β-Unsaturated Amide Derived from (S)-Proline

Published:1983-01 Issue:1 Volume:13 Page:27-34
ISSN:0039-7911
Container-title:Synthetic Communications
language:en
Short-container-title:Synthetic Communications

Author:

Soai Kenso,Ookawa Atsuhiro,Nohara Yasuhiro

Publisher

Informa UK Limited

Subject

Organic Chemistry

Link

http://www.tandfonline.com/doi/pdf/10.1080/00397918308061955

Reference14 articles.

1. Asymmetric syntheses using tert-leucine. 1. An asymmetric synthesis of .beta.-substituted aldehydes via 1,4-addition of Grignard reagents to chiral .alpha.,.beta.-unsaturated aldimines

2. Asymmetric Synthesis Based on (2R,3S)-3,4-Dimethyl-2-phenylperhydro-1,4-oxazepine-5,7-dione. Synthesis of Highly Optically Active β-Substituted Alkanoic Acids

3. Highly stereoselective addition of organolithium reagents to chiral oxazolines. Asymmetric synthesis of 3-substituted alkanoic acids and 3-substituted lactones

4. High asymmetric induction during organometallic .beta.-addition to .alpha.,.beta.-ethylenic sulfoxides. Synthesis of optically active .beta.-alkylcarboxylic acids, .beta.-substituted cyclopentanones, and steroidal 11-oxoequilenin methyl ether

5. A FACILE ASYMMETRIC SYNTHESIS OF β-SUBSTITUTED ALKANOIC ACID THE HIGHLY STEREOSELECTIVE MICHAEL ADDITION OF GRIGNARD REAGENTS TO α,β-UNSATURATED CARBOXYLIC AMIDES DERIVED FROM L-EPHEDRINE

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1. References;Stereoselective Synthesis;2007-12-15

2. Diastereoselective “contra-Michael" addition of(−)-sparteineorganolithiumcomplexes to secondary chiral cinnamyl amides;Tetrahedron Letters;1999-04

3. Asymmetric 1,4 addition of grignard reagents to chiral α,β-unsaturated imides in the presence of lewis acids;Tetrahedron: Asymmetry;1996-05

4. Synthetic Applications of the β-Lithiation of β-Aryl Secondary Amides: Diastereoselective and Enantioselective Substitutions;The Journal of Organic Chemistry;1996-01-01

5. Charge-directed conjugate addition reactions of silylated .alpha.,.beta.-unsaturated amidate anions;The Journal of Organic Chemistry;1993-12