摘要:

This review covers the preparation and reactions of racemic and chiralN-alkylidene-sulfinamides or sulfinimines, based on a CA search. Racemic sulfinimines have been prepared by imine formation of sulfinamides with ketones (only ketones containing electron-withdrawing groups react), oxidation ofN-akylidenesulfenamides, and rearrangement ofN-chlorosulfoximines. The chiral compounds have been prepared by addition of organomagnesium or organolithium reagents or of diisobutylaluminium hydride to nitriles, followed byl-menthyl (S)-p-toluenesulfinate, displacement reactions of lithium hexamethyldisilazide withl-menthyl (S)-p-toluenesulfinate, followed by CsF and aldehydes, asymmetric oxidation ofN-alkylidenesulfenamides, and reactions ofl-menthyl imidic esters withp-toluenesulfinyl chloride. Thermal fragmentations, nucleophilic addition reactions (attack at imino carbon) ofN-alkylidenesulfinamides with various nucleophiles, and 1,3-dipolar cycloadditions illustrate the versatility of this functional group in organic synthesis.

ISSN:0196-1772    

DOI:10.1080/01961779908047941

出版商:Taylor & Francis Group    

年代:1999

数据来源: Taylor

摘要:

Aspects of the chemistry of sulfimides (sulfilimines) which are of importance in stereoselective synthesis are reviewed. The three principal sections cover bonding and configuration, preparation of enantiomerically enriched sulfimides from chiral and achiral starting materials and applications of chiral sulfimides in stereoselective synthesis, including stereospecific conversion to other chiral sulfur compounds, stereospecific electrocyclic reactions, diastereoselective and enantioselective reactions. Parallels are drawn with related reactions of other chiral sulfur compounds.

ISSN:0196-1772    

DOI:10.1080/01961779908047942

出版商:Taylor & Francis Group    

年代:1999

数据来源: Taylor

摘要:

This review deals with methods for the synthesis of chiral sulfoximines and their applications in diastereoselective and catalytic asymmetric synthesis. This review is an up-dated version of my 1992 review in this journal.

ISSN:0196-1772    

DOI:10.1080/01961779908047943

出版商:Taylor & Francis Group    

年代:1999

数据来源: Taylor

ISSN:0196-1772    

DOI:10.1080/01961779908047940

出版商:Taylor & Francis Group    

年代:1999

数据来源: Taylor