Chirospecific synthesis of nitrogen and side chain modified analogs of (+)-anatoxin

…, MH Howard, AMP Koskinen, H Rapoport

Index: Sardina, F. Javier; Howard, Michael H.; Koskinen, Ari M. P.; Rapoport, Henry Journal of Organic Chemistry, 1989 ,  vol. 54,  # 19  p. 4654 - 4660

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Citation Number: 51

Abstract

Improvements in the chirospecific synthesis of (+)-anatoxin from D-glutamic acid have resulted in a process that gives enantiomerically pure material in reproducible 25% overall yield. The major synthetic modifications have been in the decarbonylative iminium ion cyclization and in the introduction of the enone moiety. With multigram quantities of (+)- anatoxin thus available, a series of nitrogen and side chain modified analogues has been ...