One-Pot and Unsymmetrical Bis-Allylation of Malononitrile with Conjugated Dienes and Allylic Alcohols

Wenxiu Gao; Dong Zhang; Xiaoyu Zhang; Xinying Cai; Peizhong Xie; Teck Peng Loh

doi:10.1021/acs.orglett.2c03405

One-Pot and Unsymmetrical Bis-Allylation of Malononitrile with Conjugated Dienes and Allylic Alcohols

Wenxiu Gao, Dong Zhang, Xiaoyu Zhang, Xinying Cai, Peizhong Xie, Teck Peng Loh

School of Chemistry and Moleculai Engineering

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

4 Scopus citations

Abstract

A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bis-allylation with high chemoselectivity. A wide range of conjugated dienes and allylic alcohols were tolerated well in this transformation, and diverse 1,6-dienes were obtained with high efficiency.

Original language	English
Pages (from-to)	9355-9360
Number of pages	6
Journal	Organic Letters
Volume	24
Issue number	51
DOIs	https://doi.org/10.1021/acs.orglett.2c03405
State	Published - 30 Dec 2022

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10.1021/acs.orglett.2c03405

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title = "One-Pot and Unsymmetrical Bis-Allylation of Malononitrile with Conjugated Dienes and Allylic Alcohols",

abstract = "A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bis-allylation with high chemoselectivity. A wide range of conjugated dienes and allylic alcohols were tolerated well in this transformation, and diverse 1,6-dienes were obtained with high efficiency.",

author = "Wenxiu Gao and Dong Zhang and Xiaoyu Zhang and Xinying Cai and Peizhong Xie and Loh, {Teck Peng}",

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TY - JOUR

T1 - One-Pot and Unsymmetrical Bis-Allylation of Malononitrile with Conjugated Dienes and Allylic Alcohols

AU - Gao, Wenxiu

AU - Zhang, Dong

AU - Zhang, Xiaoyu

AU - Cai, Xinying

AU - Xie, Peizhong

AU - Loh, Teck Peng

PY - 2022/12/30

Y1 - 2022/12/30

N2 - A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bis-allylation with high chemoselectivity. A wide range of conjugated dienes and allylic alcohols were tolerated well in this transformation, and diverse 1,6-dienes were obtained with high efficiency.

AB - A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bis-allylation with high chemoselectivity. A wide range of conjugated dienes and allylic alcohols were tolerated well in this transformation, and diverse 1,6-dienes were obtained with high efficiency.

UR - http://www.scopus.com/inward/record.url?scp=85144249464&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.2c03405

DO - 10.1021/acs.orglett.2c03405

M3 - 文章

C2 - 36519800

AN - SCOPUS:85144249464

SN - 1523-7060

VL - 24

SP - 9355

EP - 9360

JO - Organic Letters

JF - Organic Letters

IS - 51

ER -

One-Pot and Unsymmetrical Bis-Allylation of Malononitrile with Conjugated Dienes and Allylic Alcohols

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