Nonracemic 2-diazo-1-oxiranyl-ethanone, a versatile chiral epoxide educt in diazocarbonyl reactions

M Groarke; MA McKervey; H Miel; M Nieuwenhuyzen

doi:10.1021/ol000034b

Nonracemic 2-diazo-1-oxiranyl-ethanone, a versatile chiral epoxide educt in diazocarbonyl reactions

Org Lett. 2000 Aug 10;2(16):2393-5. doi: 10.1021/ol000034b.

Authors

M Groarke¹, MA McKervey, H Miel, M Nieuwenhuyzen

Affiliation

¹ School of Chemistry, The Queen's University, Belfast BT9 5AG, Northern Ireland.

PMID: 10956504
DOI: 10.1021/ol000034b

Abstract

(S)-(-)-2-Diazo-1-oxiranyl-ethanone, prepared in two steps from (R)-(+)-glycidol, has been employed as an intermediate in several characteristic diazocarbonyl reactions to yield novel, nonracemic products including an epoxy quinoxaline and epoxy thiazoles and oxazoles.