Asymmetric Allylic Etherification of Vinylethylene Carbonates with Diols via Pd/B Cooperative Catalysis: A Route to Chiral Hemi-Crown Ethers

Sardaraz Khan; Hongfang Li; Can Zhao; Xue Wu; Yong Jian Zhang

doi:10.1021/acs.orglett.9b03663

Asymmetric Allylic Etherification of Vinylethylene Carbonates with Diols via Pd/B Cooperative Catalysis: A Route to Chiral Hemi-Crown Ethers

Sardaraz Khan
, Hongfang Li
, Can Zhao
, Xue Wu
, Yong Jian Zhang^*

^*Corresponding author for this work

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

31 Scopus citations

Abstract

Pd-catalyzed regio- and enantioselective allylic etherification of vinylethylene carbonates (VECs) with diols has been developed. By using cooperative catalysts of the chiral palladium complex and triethylborane in mild conditions, the process gave monoetherified and bisetherified polyglycol derivatives with tetrasubstituted stereocenters in high yields with complete regioselectivities and high levels of enantio- and diastereoselectivities.

Original language	English
Pages (from-to)	9457-9462
Number of pages	6
Journal	Organic Letters
Volume	21
Issue number	23
DOIs	https://doi.org/10.1021/acs.orglett.9b03663
State	Published - 6 Dec 2019
Externally published	Yes

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Publisher Copyright:
© 2019 American Chemical Society.

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "Pd-catalyzed regio- and enantioselective allylic etherification of vinylethylene carbonates (VECs) with diols has been developed. By using cooperative catalysts of the chiral palladium complex and triethylborane in mild conditions, the process gave monoetherified and bisetherified polyglycol derivatives with tetrasubstituted stereocenters in high yields with complete regioselectivities and high levels of enantio- and diastereoselectivities.",

author = "Sardaraz Khan and Hongfang Li and Can Zhao and Xue Wu and Zhang, \{Yong Jian\}",

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doi = "10.1021/acs.orglett.9b03663",

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T1 - Asymmetric Allylic Etherification of Vinylethylene Carbonates with Diols via Pd/B Cooperative Catalysis

T2 - A Route to Chiral Hemi-Crown Ethers

AU - Khan, Sardaraz

AU - Li, Hongfang

AU - Zhao, Can

AU - Wu, Xue

AU - Zhang, Yong Jian

PY - 2019/12/6

Y1 - 2019/12/6

N2 - Pd-catalyzed regio- and enantioselective allylic etherification of vinylethylene carbonates (VECs) with diols has been developed. By using cooperative catalysts of the chiral palladium complex and triethylborane in mild conditions, the process gave monoetherified and bisetherified polyglycol derivatives with tetrasubstituted stereocenters in high yields with complete regioselectivities and high levels of enantio- and diastereoselectivities.

AB - Pd-catalyzed regio- and enantioselective allylic etherification of vinylethylene carbonates (VECs) with diols has been developed. By using cooperative catalysts of the chiral palladium complex and triethylborane in mild conditions, the process gave monoetherified and bisetherified polyglycol derivatives with tetrasubstituted stereocenters in high yields with complete regioselectivities and high levels of enantio- and diastereoselectivities.

UR - https://www.scopus.com/pages/publications/85075662916

U2 - 10.1021/acs.orglett.9b03663

DO - 10.1021/acs.orglett.9b03663

M3 - Article

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ER -

Asymmetric Allylic Etherification of Vinylethylene Carbonates with Diols via Pd/B Cooperative Catalysis: A Route to Chiral Hemi-Crown Ethers

Abstract

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