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Stereoselective synthesis of differentially protected anti-α,β-diamino acid derivatives using arylthionitrooxiranes

Lookup NU author(s): Dr Estelle Dumez, Professor Richard Jackson

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Abstract

Epoxidation of 1-tolylthio-1-nitroalkenes containing an allylic Z- or Fmoc-protected amino group yields the corresponding syn-epoxides which, although they cannot be isolated, can be trapped with aqueous ammonia to give stereoisomerically pure anti-α,β-diamino acid derivatives.

Publication metadata

Author(s): Dumez E, Szeki A, Jackson RFW

Publication type: Article

Publication status: Published

Journal: Synlett

Year: 2001

Issue: 8

Pages: 1214-1216

Print publication date: 01/01/2001

ISSN (print): 0936-5214

ISSN (electronic): 1437-2096

Publisher: Georg Thieme Verlag

URL: http://dx.doi.org/10.1055/s-2001-16047

DOI: 10.1055/s-2001-16047

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