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

Chemical & pharmaceutical bulletin (2012-03-03)
Feng Gao, Min Yu, Qiao-Hong Chen, Feng-Peng Wang
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.

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