Silver‐Catalyzed Epoxidation of Aldehydes Using Donor‐/ Acceptor‐type Vinyl Diazosuccinimides to Access Spiro‐Pyrrolidinedioneoxiranes,Asian Journal of Organic Chemistry

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Silver‐Catalyzed Epoxidation of Aldehydes Using Donor‐/ Acceptor‐type Vinyl Diazosuccinimides to Access Spiro‐Pyrrolidinedioneoxiranes
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-03-05 , DOI: 10.1002/ajoc.202000123
Debasish Laha ₁ , Ramakrishna G. Bhat ₂

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A silver(I)‐catalyzed method to access spiro‐pyrrolidinedioneoxiranes has been developed. Silver hexafluoroantimonate was found to be an efficient catalyst for the epoxidation of aldehydes using donor‐/acceptor‐substituted vinyl diazosuccinimides as carbenoid precursors. The protocol has been found to be highly regio‐ and chemoselective, and works well with aromatic aldehydes containing electron‐withdrawing and ‐donating groups to afford spiro‐pyrrolidinedioneoxiranes with a broad substrate scope.

中文翻译：

使用供体/受体型乙烯基重氮琥珀酰亚胺酰亚胺化的银催化醛的环氧化反应，以得到螺-吡咯烷二酮肟酯

已经开发了一种银（I）催化的方法来获得螺吡咯烷二酮肟酯。使用供体/受体取代的乙烯基重氮琥珀酰亚胺作为类胡萝卜素前体，发现六氟锑酸银是一种有效的醛环氧化催化剂。已发现该方案具有高度的区域选择性和化学选择性，可与含有吸电子和供电子基团的芳族醛很好地配合使用，以提供具有广泛底物范围的螺吡咯烷二酮肟酯。

更新日期：2020-03-05

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