Zy. Hu et Pw. Erhardt, UTILIZATION OF A BENZOYL MIGRATION TO EFFECT AN EXPEDITIOUS SYNTHESISOF THE PACLITAXEL C-13 SIDE-CHAIN, Organic process research & development, 1(5), 1997, pp. 387-390
A benzoyl migration has been used to remove two steps during the asymm
etric dihydroxylation literature route to (2R,3S)-N-benzoyl-3-phenylis
oserine, the C-13 position side chain of paclitaxel. The modification
provides the product as its more desirable methyl ester in similar ove
rall yields with no loss of enantiomeric purity when scaled up to mult
igram quantities.