Synthesis of 17-dihydroisoxazolyl steroids of the androstane and estrone series

Citation
Rp. Litvinovskaya et al., Synthesis of 17-dihydroisoxazolyl steroids of the androstane and estrone series, RUSS J ORG, 37(1), 2001, pp. 46-51
Citations number
7
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
37
Issue
1
Year of publication
2001
Pages
46 - 51
Database
ISI
SICI code
1070-4280(200101)37:1<46:SO1SOT>2.0.ZU;2-5
Abstract
1,3-Dipolar cycloaddition of nitrile oxides to 17 beta -hydroxy-17 alpha -v inyl steroids of the estrone series proceeds both regio- and stereoselectiv ely. The stereoselectivity of the process decreases in going to steroids of the androstane series. The major epimer has S configuration of the new chi ral center.