Phosphine-catalyzed domino reaction for the synthesis of conjugated 2,3-dihydrofurans from allenoates and Nazarov reagents

Peizhong Xie; Wenqing Lai; Zhishuai Geng; You Huang; Ruyu Chen

doi:10.1002/asia.201200140

Phosphine-catalyzed domino reaction for the synthesis of conjugated 2,3-dihydrofurans from allenoates and Nazarov reagents

Peizhong Xie, Wenqing Lai, Zhishuai Geng, You Huang^*, Ruyu Chen

^*Corresponding author for this work

Nankai University

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

48 Citations (Scopus)

Abstract

A new domino reaction for Nazarov reagents: An efficient approach was developed for the construction of highly functionalized conjugated 2,3-dihydrofuran skeletons. Nazarov reagents were used for the first time in a phosphine-catalyzed domino reaction and successfully used to construct five-membered ring compounds using alcohol as the solvent. DFT calculations indicate that alcohol is essential for the catalysis of the [1,2]-proton transfer.

Original language	English
Pages (from-to)	1533-1537
Number of pages	5
Journal	Chemistry - An Asian Journal
Volume	7
Issue number	7
DOIs	https://doi.org/10.1002/asia.201200140
Publication status	Published - Jun 2012
Externally published	Yes

Keywords

Nazarov reagent
allenoates
dihydrofurans
domino reactions
phosphine

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abstract = "A new domino reaction for Nazarov reagents: An efficient approach was developed for the construction of highly functionalized conjugated 2,3-dihydrofuran skeletons. Nazarov reagents were used for the first time in a phosphine-catalyzed domino reaction and successfully used to construct five-membered ring compounds using alcohol as the solvent. DFT calculations indicate that alcohol is essential for the catalysis of the [1,2]-proton transfer.",

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author = "Peizhong Xie and Wenqing Lai and Zhishuai Geng and You Huang and Ruyu Chen",

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AU - Xie, Peizhong

AU - Lai, Wenqing

AU - Geng, Zhishuai

AU - Huang, You

AU - Chen, Ruyu

PY - 2012/6

Y1 - 2012/6

N2 - A new domino reaction for Nazarov reagents: An efficient approach was developed for the construction of highly functionalized conjugated 2,3-dihydrofuran skeletons. Nazarov reagents were used for the first time in a phosphine-catalyzed domino reaction and successfully used to construct five-membered ring compounds using alcohol as the solvent. DFT calculations indicate that alcohol is essential for the catalysis of the [1,2]-proton transfer.

AB - A new domino reaction for Nazarov reagents: An efficient approach was developed for the construction of highly functionalized conjugated 2,3-dihydrofuran skeletons. Nazarov reagents were used for the first time in a phosphine-catalyzed domino reaction and successfully used to construct five-membered ring compounds using alcohol as the solvent. DFT calculations indicate that alcohol is essential for the catalysis of the [1,2]-proton transfer.

KW - Nazarov reagent

KW - allenoates

KW - dihydrofurans

KW - domino reactions

KW - phosphine

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DO - 10.1002/asia.201200140

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JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

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ER -

Phosphine-catalyzed domino reaction for the synthesis of conjugated 2,3-dihydrofurans from allenoates and Nazarov reagents

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Keywords

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