Tetrahedron letters

A convergent synthesis of functionalized B-seco taxane skeletons

C Montalbetti, M Savignac, F Bonnefis, JP Genêt

Index: Montalbetti, Christian; Savignac, Monique; Bonnefis, Felicie; Genet, Jean Pierre Tetrahedron Letters, 1995 , vol. 36, # 33 p. 5891 - 5894

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Citation Number: 14

Abstract

The sequential Sonogashira cross-coupling reactions with water soluble and anhydrous Pd (0) catalysts between vinylic iodo derivatives 6, 8 and 3-iodocyclohexe none 7 with trimethyl silyl acetylene are used to produce functionalized intermediates 11 and 18. Conjugate addition followed by enolate trapping with trimethyl orthoformate provided B-seco taxane derivatives 14 and 20.