Synthesis of Sulfenamides Derived from Camphor as “Masked” Chiral Amines
- 1 May 1995
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 25 (10) , 1551-1556
- https://doi.org/10.1080/00397919508011767
Abstract
Asymmetric addition of sulfenimines derived from camphor with organometallic reagents to produce the corresponding sulfenamides has been achieved. The sulfenamides may be hydrolyzed by acid to give chiral primary amines.Keywords
This publication has 6 references indexed in Scilit:
- Carbohydrates as chiral templates: diastereoselective synthesis of N-glycosyl-N-homoallylamines and .beta.-amino acids from iminesThe Journal of Organic Chemistry, 1991
- Stereoselective addition reactions of chiral N-benzylidene-p-toluenesulfinamides. Asymmetric syntheses of .beta.- and .gamma.-amino acidsThe Journal of Organic Chemistry, 1991
- Asymmetric Synthesis X: The High Enantioselective Synthesis of (R)-α-Substituted Benzylic Amines Via the Modified (+)-Camphor Derivative as Chiral SynthonSynthetic Communications, 1990
- Preparation of stable, camphor-derived, optically active allyl and alkyl sulfoxides and thermal epimerization of the allyl sulfoxidesThe Journal of Organic Chemistry, 1988
- Asymmetric induction in the reduction of optically active N-alkylidenesulphinamides by metal hydrides. A new, efficient enantioselective route to chiral aminesJournal of the Chemical Society, Perkin Transactions 1, 1982
- Synthesis of secondary and tertiary carbinamines from N-alkylidenearenesulfenamides and alkyl- and aryllithium reagentsThe Journal of Organic Chemistry, 1977