STEROIDS AND RELATED NATURAL PRODUCTS: XXX. SELECTIVE REDUCTION OF ESTERS. PART A. BENZOATES

GR Pettit, B Green, GL Dunn, P Hofer…

Index: Pettit,G.R. et al. Canadian Journal of Chemistry, 1966 , vol. 44, p. 1283 - 1291

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Citation Number: 4

Abstract

Previously, reagents such as sodium borohydride-boron trifluoride were shown to be capable of reducing typical aliphatic esters and lactones to the corresponding ether derivatives. Under the same reaction conditions, a variety of benzoate esters (I b, II b, III, and V) were essentially unaffected. Resistance to attack was illustrated by conversion, with sodium borohydride-boron trifluoride, of 3-oxo-17β-benzoyloxy-5α-androstane (III) into 3β- ...