Palladium-Catalyzed Asymmetric Hydroesterification of α-Aryl Acrylic Acids to Chiral Substituted Succinates

Xiaolei Ji; Chaoren Shen; Xinxin Tian; Kaiwu Dong

doi:10.1021/acs.orglett.1c03361

Palladium-Catalyzed Asymmetric Hydroesterification of α-Aryl Acrylic Acids to Chiral Substituted Succinates

Xiaolei Ji
, Chaoren Shen
, Xinxin Tian
, Kaiwu Dong^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
Shanxi University

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

16 Scopus citations

Abstract

A palladium-catalyzed asymmetric hydroesterification of α-aryl acrylic acids with CO and alcohol was developed, preparing a variety of chiral α-substituted succinates in moderate yields with high ee values. The kinetic profile of the reaction progress revealed that the alkene substrate first underwent the hydroesterification followed by esterification with alcohol. The origin of the enantioselectivity was elucidated by density functional theory computation.

Original language	English
Pages (from-to)	8645-8649
Number of pages	5
Journal	Organic Letters
Volume	23
Issue number	21
DOIs	https://doi.org/10.1021/acs.orglett.1c03361
State	Published - 5 Nov 2021

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10.1021/acs.orglett.1c03361

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title = "Palladium-Catalyzed Asymmetric Hydroesterification of α-Aryl Acrylic Acids to Chiral Substituted Succinates",

abstract = "A palladium-catalyzed asymmetric hydroesterification of α-aryl acrylic acids with CO and alcohol was developed, preparing a variety of chiral α-substituted succinates in moderate yields with high ee values. The kinetic profile of the reaction progress revealed that the alkene substrate first underwent the hydroesterification followed by esterification with alcohol. The origin of the enantioselectivity was elucidated by density functional theory computation.",

author = "Xiaolei Ji and Chaoren Shen and Xinxin Tian and Kaiwu Dong",

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doi = "10.1021/acs.orglett.1c03361",

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T1 - Palladium-Catalyzed Asymmetric Hydroesterification of α-Aryl Acrylic Acids to Chiral Substituted Succinates

AU - Ji, Xiaolei

AU - Shen, Chaoren

AU - Tian, Xinxin

AU - Dong, Kaiwu

PY - 2021/11/5

Y1 - 2021/11/5

N2 - A palladium-catalyzed asymmetric hydroesterification of α-aryl acrylic acids with CO and alcohol was developed, preparing a variety of chiral α-substituted succinates in moderate yields with high ee values. The kinetic profile of the reaction progress revealed that the alkene substrate first underwent the hydroesterification followed by esterification with alcohol. The origin of the enantioselectivity was elucidated by density functional theory computation.

AB - A palladium-catalyzed asymmetric hydroesterification of α-aryl acrylic acids with CO and alcohol was developed, preparing a variety of chiral α-substituted succinates in moderate yields with high ee values. The kinetic profile of the reaction progress revealed that the alkene substrate first underwent the hydroesterification followed by esterification with alcohol. The origin of the enantioselectivity was elucidated by density functional theory computation.

UR - https://www.scopus.com/pages/publications/85117516321

U2 - 10.1021/acs.orglett.1c03361

DO - 10.1021/acs.orglett.1c03361

M3 - 文章

C2 - 34633824

AN - SCOPUS:85117516321

SN - 1523-7060

VL - 23

SP - 8645

EP - 8649

JO - Organic Letters

JF - Organic Letters

IS - 21

ER -

Palladium-Catalyzed Asymmetric Hydroesterification of α-Aryl Acrylic Acids to Chiral Substituted Succinates

Abstract

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