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Quasi Solvent-Free Enantioselective Carbonyl-Ene Reaction with Extremely Low Catalyst Loading

Authors

  • Yu Yuan Dr.,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P.R. China, Fax: (+86) 21-6416-6128
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  • Xue Zhang,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P.R. China, Fax: (+86) 21-6416-6128
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  • Kuiling Ding Prof. Dr.

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P.R. China, Fax: (+86) 21-6416-6128
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  • Financial support from the NSFC, the CAS, the Major Basic Research Development Program of China (grant no. G2000077506), and the Ministry of Science and Technology of Shanghai Municipality is gratefully acknowledged.

Abstract

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Simply mixing the neat substrates and a small amount of the chiral catalyst (0.1–0.01 mol %) under nearly solvent-free conditions makes the enantioselective carbonyl-ene reaction of glyoxylate ester with a variety of olefins proceed smoothly to afford the corresponding α-hydroxy esters in high yields with excellent enantioselectivities [Eq. (1)].

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