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Highly Enantioselective Addition of 1,3-Diynes to Aldehydes Catalyzed by a Zinc–Amino Alcohol Complex

Authors

  • Bing Zheng,

    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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  • Shuo-Ning Li,

    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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  • Jian-You Mao,

    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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  • Bo Wang,

    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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  • Dr. Qing-Hua Bian,

    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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  • Dr. Shang-Zhong Liu,

    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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  • Dr. Jiang-Chun Zhong,

    Corresponding author
    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
    • Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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  • Dr. Hong-Chao Guo,

    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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  • Dr. Min Wang

    Corresponding author
    1. Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
    • Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193 (China), Fax: (+86) 10-62820325
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Abstract

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Asymmetric catalysis: A highly enantioselective and efficient procedure for the amino alcohol–zinc-catalyzed addition of 1,3-diynes to various aromatic, α,β-unsaturated, and aliphatic aldehydes has been developed. The present catalytic system was successfully applied in the concise synthesis of natural products such as (S)-strongylodiols A and B (see scheme).

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