Tetrahedron

Simple preparation of phenylpropenoid β-D-glucopyranoside congeners by Mizoroki–Heck type reaction using organoboron reagents

M Kishida, H Akita

Index: Kishida, Masashi; Akita, Hiroyuki Tetrahedron, 2005 , vol. 61, # 44 p. 10559 - 10568

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Citation Number: 22

Abstract

Palladium (II)-catalyzed carbon–carbon bond formation between allyl 2, 3, 4, 6-tetra-O-acetyl- β-d-glucopyranoside () and arylboronic acid congeners gave the corresponding cinnamyl 2, 3, 4, 6-tetra-O-acetyl-β-d-glucopyranosides () in good yield. Among them, coupling products were converted to not only the naturally occurring phenylpropenoid β-d-glucopyranoside analogues () but also the unnaturally ones ().