A total synthesis of gelsemine: synthesis of a key tetracyclic intermediate

…, R Steel, AS Tasker, AP Johnson

Index: Sheikh, Zubeida; Steel, Robert; Tasker, Andrew S.; Johnson, A. Peter Journal of the Chemical Society, Chemical Communications, 1994 , # 6 p. 763 - 764

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Citation Number: 18

Abstract

The synthesis of tetracyclic ketone 21, a key intermediate in the total synthesis of the alkaloid gelsemine, is described. ... The presence of alkaloids in Gelsemiurn sempervirens more commonly known as yellow jasmine, was first established in 1870.1 The principal component is gelsemine 1 whose struc- ture was eventually elucidated in 1959 by X-ray analysis2 and independently by a combination of 1H NMR spectroscopy and biosynthetic considerations.3 Synthetic ...