Intramolecular cyanohydrin elaboration. Construction of corticosteroids from 17-ketosteroids

DA Livingston, JE Petre, CL Bergh

Index: Livingston, Douglas A.; Petre, Janet E.; Bergh, Carol L. Journal of the American Chemical Society, 1990 , vol. 112, # 17 p. 6449 - 6450

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Citation Number: 21

Abstract

15 a 1: l mixture of Smlz and PhCHO, which presumably consists of the pinacol adduct (PhHC0) smI and SmI,, is equally effective as a catalyst (ca. 15 mol 5%) in reductions with benzaldehyde or isobutyraldehyde. 16 Whether the pinacolsamarium (II1) complex, Sml,, or the combination of the two is the active catalyst remains to be determined; however, we find Sm1," to be less efficient and SmCI, and Sm (acac), entirely ineffective as catalysts. ...

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