酰基转移催化α-羟基-1-吲哚酮与硝基烯烃的不对称Michael加成反应

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引用次数: 0

摘要

我们在此报告了一种通过亲电活化的对映选择性酰基转移方案。反应级联序列包括双核锌催化的不对称Michael加成、分子内环化和反claisen反应,这导致了一系列具有良好对映选择性的保护环α-羟基酮的步进和原子经济方法(24个例子,产率56%-82%,1.5-13 dr和79%-96% ee)。此外,大规模合成和产物的进一步转化证明了该方法在有机合成中的有效性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Acyl transfer-enabled catalytic asymmetric Michael addition of α-hydroxy-1-indanones to nitroolefins
We report herein an enantioselective acyl transfer protocol via electrophile activation. The reaction cascade sequence encompasses dinuclear zinc-catalyzed asymmetric Michael addition, intramolecular cyclization, and retro-Claisen reaction, which leads to a step- and atom-economic approach to a variety of protected cyclic tertiary α-hydroxyketones in good yields with excellent enantioselectivities (24 examples, 56%-82% yield, 1.5-13 dr and 79%-96% ee). Besides, the large-scale synthesis and further transformation of the products demonstrate the effectiveness of this method for organic synthesis.
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CiteScore
3.40
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