Stereoselective Synthesis of Vinylcyclopropa[ b]indolines via a Rh-Migration Strategy

Pan Guo; Wangbin Sun; Yu Liu; Yong Xin Li; Teck Peng Loh; Yaojia Jiang

doi:10.1021/acs.orglett.0c02071

Stereoselective Synthesis of Vinylcyclopropa[ b]indolines via a Rh-Migration Strategy

Pan Guo, Wangbin Sun, Yu Liu, Yong Xin Li, Teck Peng Loh, Yaojia Jiang

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16 引用（Scopus）

摘要

A mild rhodium catalytic system has been developed to synthesize vinylcyclopropa[b]indolines through cyclopropanation of indoles with vinyl carbenoids generated from ring opening of cyclopropenes in situ. By employing a Rh-migration strategy, the products can be obtained with good to excellent E:Z ratios (≤99:1) and complete diastereoselectivity (≤99:1). This method is easy, has a low catalyst loading, and works for a broad range of functionalities.

源语言	英语
页（从-至）	5978-5983
页数	6
期刊	Organic Letters
卷	22
期	15
DOI	https://doi.org/10.1021/acs.orglett.0c02071
出版状态	已出版 - 7 8月 2020
已对外发布	是

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abstract = "A mild rhodium catalytic system has been developed to synthesize vinylcyclopropa[b]indolines through cyclopropanation of indoles with vinyl carbenoids generated from ring opening of cyclopropenes in situ. By employing a Rh-migration strategy, the products can be obtained with good to excellent E:Z ratios (≤99:1) and complete diastereoselectivity (≤99:1). This method is easy, has a low catalyst loading, and works for a broad range of functionalities.",

author = "Pan Guo and Wangbin Sun and Yu Liu and Li, {Yong Xin} and Loh, {Teck Peng} and Yaojia Jiang",

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T1 - Stereoselective Synthesis of Vinylcyclopropa[ b]indolines via a Rh-Migration Strategy

AU - Guo, Pan

AU - Sun, Wangbin

AU - Liu, Yu

AU - Li, Yong Xin

AU - Loh, Teck Peng

AU - Jiang, Yaojia

PY - 2020/8/7

Y1 - 2020/8/7

N2 - A mild rhodium catalytic system has been developed to synthesize vinylcyclopropa[b]indolines through cyclopropanation of indoles with vinyl carbenoids generated from ring opening of cyclopropenes in situ. By employing a Rh-migration strategy, the products can be obtained with good to excellent E:Z ratios (≤99:1) and complete diastereoselectivity (≤99:1). This method is easy, has a low catalyst loading, and works for a broad range of functionalities.

AB - A mild rhodium catalytic system has been developed to synthesize vinylcyclopropa[b]indolines through cyclopropanation of indoles with vinyl carbenoids generated from ring opening of cyclopropenes in situ. By employing a Rh-migration strategy, the products can be obtained with good to excellent E:Z ratios (≤99:1) and complete diastereoselectivity (≤99:1). This method is easy, has a low catalyst loading, and works for a broad range of functionalities.

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JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Stereoselective Synthesis of Vinylcyclopropa[ b]indolines via a Rh-Migration Strategy

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