Chemical & Pharmaceutical Bulletin 2012-01-01

A selective intramolecular transacylation of taxoids accompanying with the oxetane ring opening.

Feng Gao, Min Yu, Qiao-Hong Chen, Feng-Peng Wang

Index: Chem. Pharm. Bull. 60(3) , 415-8, (2012)

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Abstract

A selective intramolecular transacylation from C-4 to C-5 of taxoids, which occurred simultaneously with the oxetane D-ring opening and was promoted by TiCl4, was presented. The optimal condition was found to be treatment of substrates in double dose of dichloromethane (per mg of substrate dissolved in 2 mL DCM) with 1 eq of TiCl4 at 25°C for 10 min.