一种C-对称-杂环卡宾催化的异吲哚酮衍生烯醛的氧化螺环化反应：螺环氧化吲哚δ-内酯的高对映选择性合成。
A C-symmetric -heterocyclic carbene catalysed oxidative spiroannulation of isatin-derived enals: highly enantioselective synthesis of spirooxindole δ-lactones.
作者信息
Lin Jun-Bing, Cheng Xi-Na, Tian Xiao-Dong, Xu Guo-Qiang, Luo Yong-Chun, Xu Peng-Fei
机构信息
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University Lanzhou 730000 P. R. China
出版信息
RSC Adv. 2018 Apr 24;8(28):15444-15447. doi: 10.1039/c8ra02009d. eCollection 2018 Apr 23.
Abstract
A C-symmetric -heterocyclic carbene (NHC)-catalysed activation of isatin-derived enals under oxidative conditions was achieved. The generated α,β-unsaturated acyl azolium species was efficiently trapped by 1,3-dicarbonyl compounds a Michael addition/spiroannualtion cascade, delivering a series of synthetically important spirooxindole δ-lactones with up to 96% enantioselectivity.
摘要
实现了在氧化条件下C对称的 - 杂环卡宾（NHC）催化的异吲哚酮衍生烯醛的活化。生成的α，β - 不饱和酰基唑鎓物种被1,3 - 二羰基化合物通过迈克尔加成/螺环化串联反应有效捕获，得到了一系列具有高达96％对映选择性的合成上重要的螺环氧化吲哚δ - 内酯。
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