Asymmetric Catalytic Synthesis of Epoxides via Three-Component Reaction of Diazoacetates, 2-Oxo-3-ynoates, and Nitrosoarenes

Asymmetric Catalytic Synthesis of Epoxides via Three-Component Reaction of Diazoacetates, 2-Oxo-3-ynoates, and Nitrosoarenes
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通过重氮乙酸酯、2-氧代-3-炔酸酯和亚硝基芳烃的三组分反应不对称催化合成环氧化物

DOI:
10.1021/acs.orglett.0c02108
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发表时间:
2020
期刊:
影响因子:
5.2
通讯作者:
Xiaoming Feng
Xiaoming Feng
中科院分区:
化学1区
文献类型:
--
作者:
Yu Zhang;Hao Pan;Wen Liu;Weidi Cao;Xiaoming Feng

文献摘要

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An enantioselective three-component reaction of diazoacetates, 2-oxo-3-ynoates, and nitrosoarenes has been developed by using a chiralN,N′-dioxide/Ni(OTf)2complex. This catalytic manifold allows rapid access to a series of multifunctional chiral epoxides containing an imino ketone substituent in moderate to good yields (up to 82%) and excellent diastereo- and enantioselectivities (up to >95/5 dr and 99% ee) with high levels ofZ/Eratios (up to >95/5Z/E) under mild reaction conditions.