Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

Bin Liu; Jiekuan Yan; Ruoyan Huang; Weihong Wang; Zhichao Jin; Giuseppe Zanoni; Pengcheng Zheng; Song Yang; Yonggui Robin Chi

doi:10.1021/acs.orglett.8b01029

Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

Bin Liu, Jiekuan Yan, Ruoyan Huang, Weihong Wang, Zhichao Jin, Giuseppe Zanoni, Pengcheng Zheng, Song Yang^*, Yonggui Robin Chi

^*Corresponding author for this work

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

25 Citations (Scopus)

Abstract

A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

Original language	English
Pages (from-to)	3447-3450
Number of pages	4
Journal	Organic Letters
Volume	20
Issue number	12
DOIs	https://doi.org/10.1021/acs.orglett.8b01029
Publication status	Published - Jun 15 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.8b01029

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abstract = "A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.",

author = "Bin Liu and Jiekuan Yan and Ruoyan Huang and Weihong Wang and Zhichao Jin and Giuseppe Zanoni and Pengcheng Zheng and Song Yang and Chi, {Yonggui Robin}",

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doi = "10.1021/acs.orglett.8b01029",

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T1 - Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

AU - Liu, Bin

AU - Yan, Jiekuan

AU - Huang, Ruoyan

AU - Wang, Weihong

AU - Jin, Zhichao

AU - Zanoni, Giuseppe

AU - Zheng, Pengcheng

AU - Yang, Song

AU - Chi, Yonggui Robin

PY - 2018/6/15

Y1 - 2018/6/15

N2 - A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

AB - A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

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SN - 1523-7060

VL - 20

SP - 3447

EP - 3450

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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