The total synthesis of a natural cardenolide:(+)-digitoxigenin

G Stork, F West, HY Lee, RCA Isaacs…

Index: Stork, Gilbert; West, Fred; Lee, Hee Yoon; Isaacs, Richard C. A.; Manabe, Shino Journal of the American Chemical Society, 1996 , vol. 118, # 43 p. 10660 - 10661

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Citation Number: 68

Abstract

It has been said that the active components in the Digitalis extracts have been “the most ingested drugs in medicine”. 1 These substances, usually called cardenolides, differ from ordinary steroids in three major respects: the C/D ring system is cis rather than trans fused, there is a tertiary hydroxyl at C-14, and the substituent at C-17 (a butenolide) is in the thermodynamically less stable β orientation. 2 As might be expected, many partial ...