Tetrahedron letters

A chemoenzymatic strategy for the synthesis of enantiopure (R)-(−)-baclofen

C Mazzini, J Lebreton, V Alphand, R Furstoss

文献索引：Mazzini, Claudio; Lebreton, Jacques; Alphand, Veronique; Furstoss, Roland Tetrahedron Letters, 1997 , vol. 38, # 7 p. 1195 - 1196

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被引用次数: 77

摘要

A seven-step enantioselective synthesis of (R)-(−)-baclofen 1 is described. The strategy developed involved, as a key step, a microbiologically mediated Baeyer Villiger oxidation of the prochiral 3-(4′-chlorobenzyl)-cyclobutanone 3 which led to the optically pure (R)-(−)-4 lactone. This was further transformed throughout chemospecific reactions into the target molecule (R)-(−)-1.