A Ba/Pd catalytic system enables dehydrative cross-coupling and excellent E-selective wittig reactions

Peizhong Xie; Weishan Fu; Xinying Cai; Zuolian Sun; Ying Wu; Shuangshuang Li; Cuiqing Gao; Xiaobo Yang; Teck Peng Loh

doi:10.1021/acs.orglett.9b02623

A Ba/Pd catalytic system enables dehydrative cross-coupling and excellent E-selective wittig reactions

Peizhong Xie^*, Weishan Fu, Xinying Cai, Zuolian Sun, Ying Wu, Shuangshuang Li, Cuiqing Gao, Xiaobo Yang, Teck Peng Loh

^*Corresponding author for this work

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

8 Citations (Scopus)

Abstract

A Ba/Pd cooperative catalysis system was developed to enable the dehydrative cross-coupling of allylic alcohols with P-ylides to occur directly and promote a subsequent Wittig reaction in one pot. A variety of multisubstituted 1,4-dienes were isolated in good to excellent yields with broad P-ylides (stabilized by both ester and ketone carbonyl groups) and aldehyde (aliphatic and aromatic) substrates with excellent E selectivity.

Original language	English
Pages (from-to)	7055-7059
Number of pages	5
Journal	Organic Letters
Volume	21
Issue number	17
DOIs	https://doi.org/10.1021/acs.orglett.9b02623
Publication status	Published - Sept 6 2019
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2019 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "A Ba/Pd cooperative catalysis system was developed to enable the dehydrative cross-coupling of allylic alcohols with P-ylides to occur directly and promote a subsequent Wittig reaction in one pot. A variety of multisubstituted 1,4-dienes were isolated in good to excellent yields with broad P-ylides (stabilized by both ester and ketone carbonyl groups) and aldehyde (aliphatic and aromatic) substrates with excellent E selectivity.",

author = "Peizhong Xie and Weishan Fu and Xinying Cai and Zuolian Sun and Ying Wu and Shuangshuang Li and Cuiqing Gao and Xiaobo Yang and Loh, {Teck Peng}",

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T1 - A Ba/Pd catalytic system enables dehydrative cross-coupling and excellent E-selective wittig reactions

AU - Xie, Peizhong

AU - Fu, Weishan

AU - Cai, Xinying

AU - Sun, Zuolian

AU - Wu, Ying

AU - Li, Shuangshuang

AU - Gao, Cuiqing

AU - Yang, Xiaobo

AU - Loh, Teck Peng

PY - 2019/9/6

Y1 - 2019/9/6

N2 - A Ba/Pd cooperative catalysis system was developed to enable the dehydrative cross-coupling of allylic alcohols with P-ylides to occur directly and promote a subsequent Wittig reaction in one pot. A variety of multisubstituted 1,4-dienes were isolated in good to excellent yields with broad P-ylides (stabilized by both ester and ketone carbonyl groups) and aldehyde (aliphatic and aromatic) substrates with excellent E selectivity.

AB - A Ba/Pd cooperative catalysis system was developed to enable the dehydrative cross-coupling of allylic alcohols with P-ylides to occur directly and promote a subsequent Wittig reaction in one pot. A variety of multisubstituted 1,4-dienes were isolated in good to excellent yields with broad P-ylides (stabilized by both ester and ketone carbonyl groups) and aldehyde (aliphatic and aromatic) substrates with excellent E selectivity.

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M3 - Article

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SN - 1523-7060

VL - 21

SP - 7055

EP - 7059

JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

A Ba/Pd catalytic system enables dehydrative cross-coupling and excellent E-selective wittig reactions

Abstract

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ASJC Scopus Subject Areas

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