Reagent-controlled stereoselective synthesis of (±)-gallo- and (±)-epigallo-catechin gallates |
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Authors: | Hiroshi Tanaka Ayaka Chino Takashi Takahashi |
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Institution: | Department of Applied Chemistry, Tokyo Institute of Technology, 2-12-1-H-101 Ookayama, Meguro, Tokyo 152-8552, Japan |
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Abstract: | Synthesis of (±)-gallocatechin and (±)-epigallocatechin gallates by electrophilic cycloarylation is reported. The precursors for cyclization were prepared by reagent-controlled stereo-selective opening of epoxide with phenol. Activation of the S-oxidized S,O-acetal enabled electrophilic cycloarylation to stereoselectively provide the acylated catechins. |
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