有机催化不对称烯醇式芳基酮与硅基乙二醛的加成反应。
Organocatalytic Asymmetric Vinylogous Aldol Reaction of Allyl Aryl Ketones to Silyl Glyoxylates.
机构信息
Department of Chemistry, Huaibei Normal University , Huaibei, Anhui 235000, P. R. China.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, P. R. China.
出版信息
J Org Chem. 2018 Feb 2;83(3):1518-1524. doi: 10.1021/acs.joc.7b02546. Epub 2018 Jan 16.
A direct organocatalytic asymmetric vinylogous aldol reaction of allyl aryl ketones to silyl glyoxylates has been developed through the bifunctional catalyst, giving the α-hydroxysilanes with excellent enantioselectivity (up to 95% ee) and in high yields (up to 96%). The success of this catalytic methodology offers an opportunity to tackle the problems in the nucleophilic addition to acylsilanes. To activate both allyl aryl ketones and acylsilanes, the utilized bifunctional catalyst was an ideal organocatalyst in this unprecedented transformation.
一种通过双功能催化剂实现的烯丙基芳基酮与硅基乙二醛酸酯的直接不对称乙烯基加醇反应，为α-羟硅烷提供了优异的对映选择性（高达 95%ee）和高收率（高达 96%）。这种催化方法的成功为解决酰基硅烷的亲核加成问题提供了机会。为了激活烯丙基芳基酮和酰基硅烷，所使用的双功能催化剂是这种前所未有的转化中理想的有机催化剂。
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