Synthetic studies towards paspalicine: Preliminary investigations, and the synthesis of 3′, 4′, 7′, 7′ a, 9′, 10′, 11′, 11′ a-octahydro-4′, 4′, 7′ a- …

A Ali, SD Guile, JE Saxton, M Thornton-Pett

Index: Ali, Amin; Guile, Simon D.; Edwin Saxton; Thornton-Pett, Mark Tetrahedron, 1991 , vol. 47, # 32 p. 6407 - 6426

Full Text: HTML

Citation Number: 10

Abstract

Preliminary investigations directed towards the synthesis of the indole-diterpene mould metabolite, paspalicine 1, are described. Following the preparation of the β-pyrone ketal 7, which contains the characteristic functional group of paspalicine, the compound 25, which constitutes rings D–G of paspalicine with the correct relative stereochemistry, has been synthesised in eight steps from the monoketal 12 of the Wieland-Miescher ketone, in an ...