The Catalytic Asymmetric Mukaiyama-Michael Reaction of Silyl Ketene Acetals with α,β-Unsaturated Methyl Esters

The Catalytic Asymmetric Mukaiyama-Michael Reaction of Silyl Ketene Acetals with α,β-Unsaturated Methyl Esters
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DOI:
10.1002/anie.201712088
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发表时间:
2018-02-23
影响因子:
16.6
通讯作者:
List, Benjamin
List, Benjamin
中科院分区:
化学1区
文献类型:
--
作者:
Gatzenmeier, Tim;Kaib, Philip S. J.;List, Benjamin

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α,β-不饱和酯是容易获得的,但在不对称催化中活化具有挑战性的底物。我们现在描述了甲硅烷基烯酮缩醛与α,β-不饱和甲酯的高效、通用和高对映选择性的Mukaiyama-Michael反应,该反应由甲硅烷基亚胺基二磷酰亚胺(IDPi)刘易斯酸催化。
alpha,beta-Unsaturated esters are readily available but challenging substrates to activate in asymmetric catalysis. We now describe an efficient, general, and highly enantioselective Mukaiyama-Michael reaction of silyl ketene acetals with alpha,beta-unsaturated methyl esters that is catalyzed by a silylium imidodiphosphorimidate (IDPi) Lewis acid.