Ja. Boynton et al., REGIOSPECIFICITY OF THE HYDROBORATION OF SOME STEROIDAL TRANS-DIENES, Journal of chemical research. Synopses (Print), (7), 1998, pp. 376
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.