Organocatalytic Asymmetric Vinylogous Aldol Reaction of Allyl Aryl Ketones to Silyl Glyoxylates
Organocatalytic Asymmetric Vinylogous Aldol Reaction of Allyl Aryl Ketones to Silyl Glyoxylates
复制标题
烯丙基芳基酮有机催化不对称乙烯醇醛反应生成乙醛酸硅酯
DOI：
10.1021/acs.joc.7b02546
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发表时间：
2018-02-02
影响因子：
3.6
通讯作者：
Wang, Lei
中科院分区：
文献类型：
--
作者：
Han, Man-Yi;Luan, Wen-Yu;Wang, Lei
在双功能催化剂的作用下，烯丙基芳基酮直接进行不对称乙烯基羟醛缩合反应生成乙醛酸硅酯，得到了对映选择性高（ee值高达95%）、产率高（96%）的α-羟基硅烷。这种催化方法的成功提供了一个机会，以解决在亲核加成酰基硅烷的问题。对于烯丙基芳基酮和酰基硅烷的活化，所用的双功能催化剂是这一前所未有的转化中的理想有机催化剂。
A direct organocatalytic asymmetric vinylogous aldol reaction of allyl aryl ketones to silyl glyoxylates has been developed through the bifunctional catalyst, giving the alpha-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.