Tetrahedron letters

A convenient synthesis of the paclitaxel side-chain via a diastereoselective Staudinger reaction

…, AM Jordan, NJ Lawrence, RG Pritchard, AT McGown

Index: Brown, Stephen; Jordan, Allan M.; Lawrence, Nicholas J.; Pritchard, Robin G.; McGown, Alan T. Tetrahedron Letters, 1998 , vol. 39, # 21 p. 3559 - 3562

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Citation Number: 14

Abstract

The N-benzylidene derivative of (S)-(−)-1-(p-methoxyphenyl) propyl-1-amine, obtained by a new resolution procedure, exhibits moderate selectivity in the reaction with 2-acetoxyketene; the (S)-(−)-1-(p-methoxyphenyl) propyl group can be oxidatively cleaved from the resullant β- lactam, an important precursor for taxane semi-synthesis.