TRANS HYDRINDANES BY DIMIDE REDUCTION - SYNTHESIS OF DIHYDRO-B-NORTESTOSTERONE AND ITS 17-ALPHA-METHYL DERIVATIVE

Authors
KASAL A CHODOUNSKA H SZCZEPEK WJ
Citation
A. Kasal et al., TRANS HYDRINDANES BY DIMIDE REDUCTION - SYNTHESIS OF DIHYDRO-B-NORTESTOSTERONE AND ITS 17-ALPHA-METHYL DERIVATIVE, Tetrahedron letters, 37(34), 1996, pp. 6221-6222
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
34
Year of publication
1996
Pages
6221 - 6222
Database
ISI
SICI code
0040-4039(1996)37:34<6221:THBDR->2.0.ZU;2-L
Abstract
Reductive hydroboration of Delta(5)-B-norsteroids (e.g., 1) affords 5 alpha-dihydro products (e.g., 3) in a low yield. Better yields, howewe r, were obtained try reduction with diimide. The method was employed i n the synthesis of potential antiandrogens - 17 beta-hydroxy-B-nor-5 a lpha-androstan-3-one (8) and its 17 alpha-methyl derivative (9). Copyr ight (C) 1995 Elsevier Science Ltd