Organocatalytic enantioselective indole alkylations of α,β-unsaturated ketones

Wei Chen; Wei Du; Lei Yue; Rui Li; Yong Wu; Li-Sheng Ding; Ying-Chun Chen

doi:10.1039/B616504D

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Organic & Biomolecular Chemistry

Issue 5, 2007

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Organocatalytic enantioselective indole alkylations of α,β-unsaturated ketones

Wei Chen , Wei Du , Lei Yue , Rui Li , Yong Wu , Li-Sheng Ding and Ying-Chun Chen

Org. Biomol. Chem., 2007, 5, 816-821

DOI: 10.1039/B616504D
Received 13 Nov 2006, Accepted 03 Jan 2007
First published on the web 19 Jan 2007

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Abstract
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The C3-selective enantioselective Michael-type Friedel–Crafts alkylations of indoles with nonchelating α,β-unsaturated alkyl ketones, catalysed by a chiral primary amine derived from natural cinchonine, were investigated. The reactions, in the presence of 30 mol% catalyst, were smoothly conducted at 0 to −20 °C. Moderate to good ee (47–89%) has been achieved.

Abstract from Methods in Organic Synthesis 2007

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Abstract from Catalysts & Catalysed Reactions 2007

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Articles By

Wei Chen
Wei Du
Lei Yue
Rui Li
Yong Wu
Li-Sheng Ding
Ying-Chun Chen

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Organic & Biomolecular Chemistry

Organocatalytic enantioselective indole alkylations of α,β-unsaturated ketones

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