Significant counterion effect of the In(III)-pybox complex in highly enantioselective carbonyl-ene reactions of ethyl glyoxylate

Jun Feng Zhao; Teguh Budiono W. Tjan; Teck Peng Loh

doi:10.1016/j.tetlet.2010.06.066

Significant counterion effect of the In(III)-pybox complex in highly enantioselective carbonyl-ene reactions of ethyl glyoxylate

Jun Feng Zhao, Teguh Budiono W. Tjan, Teck Peng Loh

Nanyang Technological University

科研成果: 期刊稿件 › 文章 › 同行评审

15 引用（Scopus）

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A highly efficient enantioselective carbonyl-ene reaction of ethyl glyoxylate catalyzed by an In(III)-pybox complex, which is designed based on the counterion effect, is reported. Reactions of both aliphatic and aromatic 1,1-disubstituted olefins proceed smoothly to give enantioenriched homoallylic alcohols with excellent yields and enantioselectivities. In addition, electron-withdrawing as well as donating groups on the phenyl ring of α-methyl styrenes are tolerated in this reaction.

源语言	英语
页（从-至）	5649-5652
页数	4
期刊	Tetrahedron Letters
卷	51
期	43
DOI	https://doi.org/10.1016/j.tetlet.2010.06.066
出版状态	已出版 - 2 10月 2010
已对外发布	是

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abstract = "A highly efficient enantioselective carbonyl-ene reaction of ethyl glyoxylate catalyzed by an In(III)-pybox complex, which is designed based on the counterion effect, is reported. Reactions of both aliphatic and aromatic 1,1-disubstituted olefins proceed smoothly to give enantioenriched homoallylic alcohols with excellent yields and enantioselectivities. In addition, electron-withdrawing as well as donating groups on the phenyl ring of α-methyl styrenes are tolerated in this reaction.",

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AU - Loh, Teck Peng

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N2 - A highly efficient enantioselective carbonyl-ene reaction of ethyl glyoxylate catalyzed by an In(III)-pybox complex, which is designed based on the counterion effect, is reported. Reactions of both aliphatic and aromatic 1,1-disubstituted olefins proceed smoothly to give enantioenriched homoallylic alcohols with excellent yields and enantioselectivities. In addition, electron-withdrawing as well as donating groups on the phenyl ring of α-methyl styrenes are tolerated in this reaction.

AB - A highly efficient enantioselective carbonyl-ene reaction of ethyl glyoxylate catalyzed by an In(III)-pybox complex, which is designed based on the counterion effect, is reported. Reactions of both aliphatic and aromatic 1,1-disubstituted olefins proceed smoothly to give enantioenriched homoallylic alcohols with excellent yields and enantioselectivities. In addition, electron-withdrawing as well as donating groups on the phenyl ring of α-methyl styrenes are tolerated in this reaction.

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Significant counterion effect of the In(III)-pybox complex in highly enantioselective carbonyl-ene reactions of ethyl glyoxylate

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