Tetrahedron letters

Synthesis of 7-oxa-phomopsolide E and its C-4 epimer

M Li, J Scott, GA O'Doherty

Index: Li, Miaosheng; Scott, Jana; O'Doherty, George A. Tetrahedron Letters, 2004 , vol. 45, # 5 p. 1005 - 1009

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Citation Number: 64

Abstract

A flexible, enantioselective route to highly functionalized α, β-unsaturated δ-lactones has been applied to the synthesis of 7-oxa-phomopsolide E and its C-4 epimer. This approach relies on the application of the Noyori asymmetric hydrogenation of furyl ketone to produce the secondary furyl alcohol in high enantioexcess, which can be stereoselectively transformed into α, β-unsaturated-δ-lactones by a short, highly diastereoselective ...