Spiro[4,4]-1,6-Nonadiene-Based Diphosphine Oxides in Lewis Base Catalyzed Asymmetric Double-Aldol Reactions

Authors

  • Panke Zhang,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032 (P. R. China)
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  • Dr. Zhaobin Han,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032 (P. R. China)
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  • Dr. Zheng Wang,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032 (P. R. China)
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  • Prof. Dr. Kuiling Ding

    Corresponding author
    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032 (P. R. China)
    • State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032 (P. R. China)

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  • We thank the NSFC (21172237, 21032007, and 21121062), the Major Basic Research Development Program of China (2010CB833300), and the Chinese Academy of Sciences for their support of this work.

Abstract

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Symmetry swap: A C2-chiral spiro diphosphine oxide (SpinPO) has been found to be highly efficient and enantioselective in the catalysis of double-aldol reactions of ketones and aldehydes to give the corresponding optically active double-aldol products, which can be readily transformed into optically active C3- and pseudo-C3-symmetric molecules.

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