T. Slavikova et al., SYNTHESIS OF STEROID O-(OMEGA-HYDROXYALKYL)OXIMES BY REDUCTION OF CORRESPONDING O-(OMEGA-CARBOXYALKYL)OXIME DERIVATIVES, Collection of Czechoslovak Chemical Communications, 63(4), 1998, pp. 557-576
Steroid O-(omega-hydroxyalkyl)oximes with varying alkyl chain length w
ere prepared from the corresponding carboxylic acids using the reducti
on of mixed anhydrides with sodium borohydride. An unexpected reaction
course was observed with O-(2-carboxyethyl)oximes of 3-oxo-4-ene ster
oids, where a 4,5-dihydroisoxazol-3(2H)-one derivative was formed as a
side product.