Tetrahedron

A double alkylation—ring closing metathesis approach to spiroimines

MA Brimble, M Trzoss

Index: Brimble, Margaret A.; Trzoss, Michael Tetrahedron, 2004 , vol. 60, # 26 p. 5613 - 5622

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Citation Number: 27

Abstract

As part of a programme directed towards the synthesis of the marine toxins, the spirolides and gymnodimine, a convenient synthesis of the key bicyclic spiroimine ring systems has been developed. The method involves double alkylation of a simple lactam, Grubbs ring closing metathesis of the resultant dialkylated lactam then reduction of the lactam to an imine.