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Enantioselective Addition of Alkynyl Esters and Ethers to Aldehydes Catalyzed by a Cyclopropyl Amino Alcohol Based Zinc Catalyst

文献类型: 外文期刊

作者: Zhou, Yun 1 ; Wang, Lifeng 1 ; Li, Shuoning 1 ; Ma, Sijie 1 ; Walsh, Patrick J. 2 ; Bian, Qinghua 1 ; Li, Fengqi 3 ; Wang 1 ;

作者机构: 1.China Agr Univ, Dept Appl Chem, 2 West Yuanmingyuan Rd, Beijing 100193, Peoples R China

2.Univ Penn, Roy & Diana Vagelos Labs, Dept Chem, 231 South 34th St, Philadelphia, PA 19104 USA

3.Beijing Acad Agr & Forestry Sci, Inst Plant & Environm Protect, 9 Shuguang Garden,Cent Rd, Beijing 100097, Peoples R China

关键词: zinc catalysis; hydroxyalkynyl esters; hydroxyalkynyl ethers; alkynylation; musclide-A1; asymmetric catalysis

期刊名称:SYNLETT ( 影响因子:2.454; 五年影响因子:2.136 )

ISSN: 0936-5214

年卷期: 2020 年 31 卷 1 期

页码:

收录情况: SCI

摘要: A novel and highly enantioselective synthesis of hydroxyalkynyl esters and ethers through the asymmetric addition of alkynyl esters or ethers to aldehydes promoted by a cyclopropyl amino alcohol based zinc catalyst has been developed. The method afforded a library of new enantioenriched hydroxyalkynol esters and ethers (up to 93% yield; 95% ee), and it was compatible with a broad range of functional groups. Moreover, it could be used in the synthesis of carbon-chain-elongated enantioenriched hydroxyalkynol esters and (2R,5R)-musclide-A1, a cardiotonic potentiating principle from musk.

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