Organocatalytic asymmetric cyanation of isatin derived N-Boc ketoimines

Yun Lin Liu; Jian Zhou

doi:10.1039/c2cc36665g

Organocatalytic asymmetric cyanation of isatin derived N-Boc ketoimines

Yun Lin Liu, Jian Zhou

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

149 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	4421-4423
Number of pages	3
Journal	Chemical Communications
Volume	49
Issue number	39
DOIs	https://doi.org/10.1039/c2cc36665g
State	Published - 18 Apr 2013

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title = "Organocatalytic asymmetric cyanation of isatin derived N-Boc ketoimines",

abstract = "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.",

author = "Liu, \{Yun Lin\} and Jian Zhou",

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doi = "10.1039/c2cc36665g",

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T1 - Organocatalytic asymmetric cyanation of isatin derived N-Boc ketoimines

AU - Liu, Yun Lin

AU - Zhou, Jian

PY - 2013/4/18

Y1 - 2013/4/18

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84876570001

U2 - 10.1039/c2cc36665g

DO - 10.1039/c2cc36665g

M3 - 文章

AN - SCOPUS:84876570001

SN - 1359-7345

VL - 49

SP - 4421

EP - 4423

JO - Chemical Communications

JF - Chemical Communications

IS - 39

ER -

Organocatalytic asymmetric cyanation of isatin derived N-Boc ketoimines

Abstract

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