Neighbouring group participation in the methanolysis of a vicinal diepoxide

Authors
Hanson, JR Hitchcock, PB Kiran, I
Citation
Jr. Hanson et al., Neighbouring group participation in the methanolysis of a vicinal diepoxide, J CHEM R-S, (6), 1999, pp. 356-357A
Citations number
10
Categorie Soggetti
Chemistry
Journal title
JOURNAL OF CHEMICAL RESEARCH-S
ISSN journal
03082342 → ACNP
Issue
6
Year of publication
1999
Pages
356 - 357A
Database
ISI
SICI code
0308-2342(199906):6<356:NGPITM>2.0.ZU;2-M
Abstract
The tetracyanoethylene catalysed methanolysis of 17 beta-acetoxy-4 beta,5 b eta:6a,7 alpha-diepoxyandrostan afforded 17 beta-acetoxy-4 alpha,7 alpha-ox ido-5 beta-hydroxy-6 beta-methoxyandrostane in which the methanolysis produ ct of the 6 alpha,7 alpha-epoxide has participated in the cleavage of the 4 beta,5 beta-epoxide; the reaction is modified however by an adjacent 3 bet a-hydroxy group.