General Catalytic Synthesis of Highly Enantiomerically Enriched Terminal Aziridines from Racemic Epoxides

Abstract

If life deals you a lemon …︁: Low selectivity in the [Co(salen)]-catalyzed kinetic resolution of terminal epoxides with N-Boc sulfonamides is parlayed into an efficient one-pot synthesis of enantiopure amino alcohol derivatives. This provides the foundation for a general route to the title compounds (see scheme; Boc=tert-butoxycarbonyl; Ns=2-nitrobenzenesulfonyl). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2004/z460369_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.