Organocatalytic synthesis of multiple substituted b[4.4.0]decalin system

Shaik Anwar; Hui Ju Chang; Kwunmin Chen

doi:10.1021/ol200424x

Organocatalytic synthesis of multiple substituted b[4.4.0]decalin system

Shaik Anwar, Hui Ju Chang, Kwunmin Chen^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

43 引文斯高帕斯（Scopus）

摘要

Chemical equations presented. An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Michael/Aldol reaction afforded the hexa-substituted decalin carboaldehydes with excellent diastereo- and enantioselectivity (up to >99:1 dr and >99% ee) via a formal [4 + 2] carbocyclization process.

原文	英語
頁（從 - 到）	2200-2203
頁數	4
期刊	Organic Letters
卷	13
發行號	9
DOIs	https://doi.org/10.1021/ol200424x
出版狀態	已發佈 - 2011 5月 6

ASJC Scopus subject areas

生物化學
物理與理論化學
有機化學

存取文件

10.1021/ol200424x

其它文件與鏈接

CCDC 805805: Experimental Crystal Structure Determination
Anwar, S. (Creator), Chang, H. (Creator) & Chen, K. (Creator), Unknown Publisher, 2011
DOI: 10.5517/ccw1hq3, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccw1hq3&sid=DataCite
資料集: Dataset
CCDC 806842: Experimental Crystal Structure Determination
Anwar, S. (Creator), Chang, H. (Creator) & Chen, K. (Creator), Unknown Publisher, 2011
DOI: 10.5517/ccw2l5p, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccw2l5p&sid=DataCite
資料集: Dataset

引用此

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abstract = "Chemical equations presented. An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Michael/Aldol reaction afforded the hexa-substituted decalin carboaldehydes with excellent diastereo- and enantioselectivity (up to >99:1 dr and >99% ee) via a formal [4 + 2] carbocyclization process.",

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AU - Chen, Kwunmin

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Y1 - 2011/5/6

N2 - Chemical equations presented. An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Michael/Aldol reaction afforded the hexa-substituted decalin carboaldehydes with excellent diastereo- and enantioselectivity (up to >99:1 dr and >99% ee) via a formal [4 + 2] carbocyclization process.

AB - Chemical equations presented. An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Michael/Aldol reaction afforded the hexa-substituted decalin carboaldehydes with excellent diastereo- and enantioselectivity (up to >99:1 dr and >99% ee) via a formal [4 + 2] carbocyclization process.

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Organocatalytic synthesis of multiple substituted b[4.4.0]decalin system

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 805805: Experimental Crystal Structure Determination

CCDC 806842: Experimental Crystal Structure Determination

引用此