Enantioselective Allenylation of Aldehydes via Brønsted Acid Catalysis

Enantioselective Allenylation of Aldehydes via Brønsted Acid Catalysis
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DOI:
10.1002/adsc.201801080
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发表时间:
2018-10
影响因子:
5.4
通讯作者:
Mengzhou Wang;Shahriar N. Khan;E. Miliordos;Ming Chen
Mengzhou Wang;Shahriar N. Khan;E. Miliordos;Ming Chen
中科院分区:
化学2区
文献类型:
--
作者:
Mengzhou Wang;Shahriar N. Khan;E. Miliordos;Ming Chen

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An enantioselective allenylation of aldehydes catalyzed by a chiral, nonracemic phosphoric acid was reported. Under the developed conditions, 1,1′‐disubstituted allenic alcohols were obtained in 64–98% yields with 88–99% ee. Computational studies were conducted to probe the origin of asymmetric induction. Mechanistic studies suggest that the pinacol moiety of the propargylboronate is critical to the enantioselectivity of the reaction that was supported by experimental data.