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ChemInform Abstract: Enantioselective Hydrogenation of β-Keto Sulfones with Chiral Ru(II)-Catalysts: Synthesis of Enantiomerically Pure Butenolides and γ-Butyrolactones.

✍ Scribed by P. Bertus; P. Phansavath; V. Ratovelomanana-Vidal; J.-P. Genet; A. R. Touati; T. Homri; B. Ben Hasine

Publisher
John Wiley and Sons
Year
2010
Weight
38 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Enantioselective Hydrogenation of β-Keto Sulfones with Chiral Ru(II)-Catalysts: Synthesis of Enantiomerically Pure Butenolides and γ-Butyrolactones.

-A highly enantioselective synthesis of chiral β-hydroxy sulfones (II), (VII) and (XII) is presented involving a novel ruthenium-catalyzed hydrogenation of the corresponding β-keto sulfones (I), (VI) and (XI) using chiral MeO-biphep ligands. The synthetic utility of these optically pure hydroxy sulfones is demonstrated in the preparation of some optically active butenolides (IV), (VIII) and γ-butyrolactones (V), (X).

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