Asymmetric Nazarov Reaction Catalyzed by Chiral Tris(oxazoline)/Copper(II)

Authors

  • Peng Cao Dr.,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P. R. China), Fax: (+86) 21-5492-5078
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  • Chao Deng,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P. R. China), Fax: (+86) 21-5492-5078
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  • You-Yun Zhou,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P. R. China), Fax: (+86) 21-5492-5078
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  • Xiu-Li Sun Dr.,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P. R. China), Fax: (+86) 21-5492-5078
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  • Jun-Cheng Zheng Dr.,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P. R. China), Fax: (+86) 21-5492-5078
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  • Zuowei Xie Prof. Dr.,

    1. Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong (China)
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  • Yong Tang Prof. Dr.

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P. R. China), Fax: (+86) 21-5492-5078
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  • We are grateful for the financial support from the Natural Sciences Foundation of China (No. 20821002 and 20932008), the Major State Basic Research Development Program (Grant No. 2006CB806105), and the Chinese Academy of Sciences.

Abstract

original image

Beverly Hills copper(II): A highly efficient catalytic asymmetric Nazarov reaction has been developed through control of the enantioselectivity of the cyclization step, affording chiral O-heterohexahydroindenones in excellent yields with excellent enantioselectivity and diastereoselectivity. HFIP=hexafluoro-2-propanol, BArF= tetrakis[3,5-bis(trifluoromethyl)phenyl] borate.

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