Tetrahedron

The synthesis of aspidosperma alkaloids containing a functional group at C-18; the total synthesis of (±)-N, O-diacetylcylindrocarpinol,(±)-cylindrocarine,(±)- …

G Lawton, JE Saxton, AJ Smith

Index: Lawton,G. et al. Tetrahedron, 1977 , vol. 33, p. 1641 - 1653

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Citation Number: 27

Abstract

The first total synthesis of (±)-N, O-diacetylcylindrocarpinol 49,(±)-cylindrocarine 51,(±)- cylindrocarpidine 1, and (±)-cylindrocarpine 52, starting from pent-4-enal and proceeding via the ketones 12 and 40, is described. The stereoisomenc ketones 20 and 41 were used as intermediates in a parallel synthesis of (±)-20-allyl-20-desethyl-20-epiaspidospermine 47.