REGIOSPECIFICITY OF THE HYDROBORATION OF SOME STEROIDAL TRANS-DIENES

Citation
Ja. Boynton et al., REGIOSPECIFICITY OF THE HYDROBORATION OF SOME STEROIDAL TRANS-DIENES, Journal of chemical research. Synopses (Print), (7), 1998, pp. 376
Citations number
12
Categorie Soggetti
Chemistry
ISSN journal
03082342
Issue
7
Year of publication
1998
Database
ISI
SICI code
0308-2342(1998):7<376:ROTHOS>2.0.ZU;2-V
Abstract
Hydroboration of 17 beta-hydroxy-3-methyleneandrost-4-ene gives 3 beta -hydroxymethyl-5 alpha-androstan-4 alpha,17 beta-diol whilst, contrary to previous reports, hydroboration of a steroidal 3,5-diene and a 4,6 -diene affords not only the 4 alpha,6 alpha-diol but also the 3 beta,6 beta- and 4 beta,6 alpha-diols from the 3,5-diene and the 4 beta,6 al pha- and 4 beta,7 beta-diols from the 4,6-diene.