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

✍ Scribed by Claudio Mazzini; Jacques Lebreton; Véronique Alphand; Roland Furstoss

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
149 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

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)-(-)-I.

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