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路易斯酸促进的乙烯酮-烯烃[2 + 2]环加成反应中，非对映选择性的起源。

Origins of diastereoselectivity in Lewis acid promoted ketene-alkene [2 + 2] cycloadditions.

作者信息

Rasik Christopher M, Hong Young J, Tantillo Dean J, Brown M Kevin

机构信息

Indiana University , Department of Chemistry, 800 East Kirkwood Avenue, Bloomington, Indiana 47405, United States.

出版信息

Org Lett. 2014 Oct 3;16(19):5168-71. doi: 10.1021/ol5025184. Epub 2014 Sep 17.

DOI:10.1021/ol5025184
PMID:25230201
Abstract

A detailed analysis of a Lewis acid promoted ketene-alkene [2 + 2] cycloaddition is reported. The studies have led to a rationalization for an observed inversion of diastereoselectivity between thermally induced and Lewis acid promoted ketene-alkene [2 + 2] cycloadditions. The model is supported with both experimental and computational results.

摘要

报道了对路易斯酸促进的乙烯酮-烯烃[2+2]环加成反应的详细分析。这些研究为热诱导和路易斯酸促进的乙烯酮-烯烃[2+2]环加成反应中观察到的非对映选择性反转提供了合理化解释。该模型得到了实验和计算结果的支持。

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Origins of diastereoselectivity in Lewis acid promoted ketene-alkene [2 + 2] cycloadditions.路易斯酸促进的乙烯酮-烯烃[2 + 2]环加成反应中，非对映选择性的起源。
Org Lett. 2014 Oct 3;16(19):5168-71. doi: 10.1021/ol5025184. Epub 2014 Sep 17.
2
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引用本文的文献

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Lewis Acid-Promoted [2 + 2] Cycloadditions of Allenes and Ketenes: Versatile Methods for Natural Product Synthesis.路易斯酸促进的丙二烯与乙烯酮的[2 + 2]环加成反应：天然产物合成的通用方法
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2
Catalytic enantioselective synthesis of perfluoroalkyl-substituted β-lactones a concerted asynchronous [2 + 2] cycloaddition: a synthetic and computational study.全氟烷基取代的β-内酯的催化对映选择性合成：协同异步[2 + 2]环加成反应的合成与计算研究
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An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates.
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Lewis acid-promoted [2 + 2] cycloadditions of alkenes with aryl ketenes.路易斯酸促进的烯烃与芳基烯酮的[2 + 2]环加成反应。
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