R. Sidova et al., ON STEROIDS - PART CCCXCVII - LONG-RANGE EFFECT OF 17-SUBSTITUENTS IN3-OXO STEROIDS ON 4,5-DOUBLE BOND HYDROGENATION, Collection of Czechoslovak Chemical Communications, 63(10), 1998, pp. 1528-1542
The long-range effect of substituents in the 17-position on the hydrog
enation of double bond of the steroidal Delta(4)-3-ketones in acetic a
cid on a platinum catalyst is described in a series of testosterone (1
) and epitestosterone (5) esters with carboxylic acids of varying alky
l chain length. The ratio 5 alpha- to 5 beta-products is affected by t
he nature of substituents in the position 17.