Tetrahedron letters

Studies directed towards the total synthesis of (±)-himbacine

G De Baecke, PJ De Clercq

Index: De Baecke, Govert; De Clercq, Pierre J. Tetrahedron Letters, 1995 , vol. 36, # 41 p. 7515 - 7518

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Citation Number: 19

Abstract

The synthesis of aldehyde 11a is reported based upon the intramolecular Diels-Alder reaction of triene 10, the butenolide-diene part of which was obtained in one step via the condensation of the enolate derived from the (Z)-enoate ester 5 with 2-acetoxypropanal. Aldehyde 11a possesses the correct stereochemistry of the tricyclic part of himbacine, an important muscarine receptor antagonist.

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