One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles

Qiong Jie Liu; Wen Guang Yan; Lijia Wang; X. Peter Zhang; Yong Tang

doi:10.1021/acs.orglett.5b01909

One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles

Qiong Jie Liu
, Wen Guang Yan
, Lijia Wang
, X. Peter Zhang^*
, Yong Tang

^*Corresponding author for this work

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

80 Scopus citations

Abstract

A one-pot asymmetric synthesis of 1,2,3,4-tetrahydrocarbazoles has been developed via an enantioselective [3 + 3] annulation of 2-alkynylindoles and donor-acceptor cyclopropanes. In the presence of chiral Lewis acids as catalysts, a series of optically active tetrahydrocarbazoles were furnished in high yields (63-87%) with good to excellent levels of enantioselectivity (up to 94% ee).

Original language	English
Pages (from-to)	4014-4017
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	16
DOIs	https://doi.org/10.1021/acs.orglett.5b01909
State	Published - 21 Aug 2015
Externally published	Yes

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10.1021/acs.orglett.5b01909

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title = "One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles",

abstract = "A one-pot asymmetric synthesis of 1,2,3,4-tetrahydrocarbazoles has been developed via an enantioselective [3 + 3] annulation of 2-alkynylindoles and donor-acceptor cyclopropanes. In the presence of chiral Lewis acids as catalysts, a series of optically active tetrahydrocarbazoles were furnished in high yields (63-87\%) with good to excellent levels of enantioselectivity (up to 94\% ee).",

author = "Liu, \{Qiong Jie\} and Yan, \{Wen Guang\} and Lijia Wang and Zhang, \{X. Peter\} and Yong Tang",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2015",

month = aug,

day = "21",

doi = "10.1021/acs.orglett.5b01909",

language = "英语",

volume = "17",

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journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles

AU - Liu, Qiong Jie

AU - Yan, Wen Guang

AU - Wang, Lijia

AU - Zhang, X. Peter

AU - Tang, Yong

PY - 2015/8/21

Y1 - 2015/8/21

N2 - A one-pot asymmetric synthesis of 1,2,3,4-tetrahydrocarbazoles has been developed via an enantioselective [3 + 3] annulation of 2-alkynylindoles and donor-acceptor cyclopropanes. In the presence of chiral Lewis acids as catalysts, a series of optically active tetrahydrocarbazoles were furnished in high yields (63-87%) with good to excellent levels of enantioselectivity (up to 94% ee).

AB - A one-pot asymmetric synthesis of 1,2,3,4-tetrahydrocarbazoles has been developed via an enantioselective [3 + 3] annulation of 2-alkynylindoles and donor-acceptor cyclopropanes. In the presence of chiral Lewis acids as catalysts, a series of optically active tetrahydrocarbazoles were furnished in high yields (63-87%) with good to excellent levels of enantioselectivity (up to 94% ee).

UR - https://www.scopus.com/pages/publications/84939838821

U2 - 10.1021/acs.orglett.5b01909

DO - 10.1021/acs.orglett.5b01909

M3 - 文章

C2 - 26252859

AN - SCOPUS:84939838821

SN - 1523-7060

VL - 17

SP - 4014

EP - 4017

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles

Abstract

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