Guanidines as a nitrogen source for direct conversion of epoxides to aziridines

Yukiko Tsuchiya; Takuya Kumamoto; Tsutomu Ishikawa

doi:10.1021/jo048813j

Guanidines as a nitrogen source for direct conversion of epoxides to aziridines

J Org Chem. 2004 Nov 26;69(24):8504-5. doi: 10.1021/jo048813j.

Authors

Yukiko Tsuchiya¹, Takuya Kumamoto, Tsutomu Ishikawa

Affiliation

¹ Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan.

PMID: 15549830
DOI: 10.1021/jo048813j

Abstract

Direct conversion of epoxides to aziridines was achieved with guanidines as a nitrogen source. Stereochemical inversion at the chiral centers of epoxides was observed without loss of optical purity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aziridines / chemical synthesis*
Epoxy Compounds / chemical synthesis
Epoxy Compounds / chemistry*
Guanidines / chemistry*
Molecular Structure
Nitrogen / chemistry*

Substances

Aziridines
Epoxy Compounds
Guanidines
Nitrogen