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Catalytic Enantioselective Synthesis of Chiral Phthalides by Efficient Reductive Cyclization of 2-Acylarylcarboxylates under Aqueous Transfer Hydrogenation Conditions

Bo Zhang, Ming-Hua Xu* and Guo-Qiang Lin*

*Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: xumhmail.sioc.ac.cn, lingqmail.sioc.ac.cn

B. Zhang, M.-H. Xu, G.-Q. Lin, Org. Lett., 2009, 11, 4712-4715.

DOI: 10.1021/ol901674k (free Supporting Information)



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Abstract

A new diamine ligand for Ru-catalyzed asymmetric transfer hydrogenation (ATH) enabled a highly enantioselective reduction of 2-acylarylcarboxylates. Subsequent in situ lactonization under aqueous conditions provided efficient access to various 3-substituted phthalides in enantiomerically pure form.

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Key Words

Phthalides, Sodium Formate


ID: J54-Y2009-3100