Neighbouring group participation in the tetracyanoethylene catalysed methanolysis of some steroidal hydroxy-epoxides

Hanson J., Hitchcock P., UYANIK C.

JOURNAL OF CHEMICAL RESEARCH-S, no.6, pp.300-301, 1998 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: Issue: 6
  • Publication Date: 1998
  • Doi Number: 10.1039/a800185e
  • Journal Name: JOURNAL OF CHEMICAL RESEARCH-S
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.300-301
  • Kocaeli University Affiliated: Yes

Abstract

An adjacent cis 5-hydroxy group changes the regio- and stereo-chemistry of the TCNE-catalysed methanolysis of steroidal 3,4-epoxides from trans diaxial to diequatorial cleavage; the stereochemistry of the two products is established by X-ray crystallography.