Tetrahedron: Asymmetry

Synthesis of Rosavin and its analogues based on a Mizoroki-Heck type reaction

M Kishida, H Akita

Index: Kishida, Msashi; Akita, Hiroyuki Tetrahedron Asymmetry, 2005 , vol. 16, # 15 p. 2625 - 2630

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Citation Number: 14

Abstract

The Rosavin framework could be constructed with either phenylboronic acids, the protected arabinopyranosyl bromide 4 or the protected xylopyranosyl bromide 5, along with allyl O-β-d- glucopyranoside 7 that could be easily prepared based on direct β-glucosidation between allyl alcohol and d-glucose using the immobilized β-glucosidase (EC 3.2. 1.21). The key reaction was the Pd (II)-catalyzed Mizoroki-Heck type reaction between allyl β-d- ...