PALLADIUM AND NICKEL-CATALYZED HYDROXYCARBONYLATION OF A STEROIDAL BROMODIENE IN THE SYNTHESIS OF EPISTERIDE, A POTENT 5-ALPHA-REDUCTASE INHIBITOR

Authors
MCGUIRE MA SORENSON E KLEIN DN BAINE NH
Citation
Ma. Mcguire et al., PALLADIUM AND NICKEL-CATALYZED HYDROXYCARBONYLATION OF A STEROIDAL BROMODIENE IN THE SYNTHESIS OF EPISTERIDE, A POTENT 5-ALPHA-REDUCTASE INHIBITOR, Synthetic communications, 28(9), 1998, pp. 1611-1615
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
28
Issue
9
Year of publication
1998
Pages
1611 - 1615
Database
ISI
SICI code
0039-7911(1998)28:9<1611:PANHOA>2.0.ZU;2-7
Abstract
Androst-4-en-3-one-17 beta-carboxylic acid 1 was converted to 3-bromo- N-(1,1-dimethylethyl) androsta-3,5-diene-17-beta-carboxamide 2 by reac tion with DMF/oxalyl bromide and quenching into t-butylamine. 2 was co nverted to 3 (R=H) by nickel cyanide catalyzed hydroxycarbonylation or palladium (0) catalyzed hydroxycarbonylation.