Organocatalytic asymmetric cyanation of isatin derived N-Boc ketoimines

Organocatalytic asymmetric cyanation of isatin derived N-Boc ketoimines

We report the first catalytic asymmetric cyanation of N-Boc ketoimines, which enables highly enantioselective synthesis of oxindole based α-amino nitriles. An unprecedented tandem aza-Wittig/Strecker reaction is also developed, emerging as a promising strategy for the catalytic asymmetric cyanation...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2013-01, Vol.49 (39), p.4421-4423
Main Authors: Liu, Yun-Lin, Zhou, Jian
Format: Article
Language:eng
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Summary:We report the first catalytic asymmetric cyanation of N-Boc ketoimines, which enables highly enantioselective synthesis of oxindole based α-amino nitriles. An unprecedented tandem aza-Wittig/Strecker reaction is also developed, emerging as a promising strategy for the catalytic asymmetric cyanation of ketoimines formed in situ from achiral ketones.
ISSN:1359-7345
1364-548X