Titanium(IV)-Mediated Ring-Opening/Dehydroxylative Cross-Coupling of Diaryl-Substituted Methanols with Cyclopropanol Derivatives

Si Xuan Zhang; Yan Ding; Jun Jie Wang; Chuanji Shen; Xiaocong Zhou; Xue Qiang Chu; Mengtao Ma; Zhi Liang Shen

doi:10.1021/acs.joc.1c01790

Titanium(IV)-Mediated Ring-Opening/Dehydroxylative Cross-Coupling of Diaryl-Substituted Methanols with Cyclopropanol Derivatives

Si Xuan Zhang, Yan Ding, Jun Jie Wang, Chuanji Shen, Xiaocong Zhou, Xue Qiang Chu, Mengtao Ma, Zhi Liang Shen

School of Chemistry and Moleculai Engineering

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

4 Scopus citations

Abstract

A titanium(IV)-mediated ring-opening/dehydroxylative cross-coupling of diaryl-substituted methanols with a cyclopropanol derivative was developed. The reactions proceeded efficiently to provide synthetically useful γ,γ-diaryl esters in moderate to good yields, which could be applied to the functionalization of complex molecules derived from bioactive fenofibrate and isoxepac and the synthesis of a precursor of Zoloft.

Original language	English
Pages (from-to)	15753-15760
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	86
Issue number	21
DOIs	https://doi.org/10.1021/acs.joc.1c01790
State	Published - 5 Nov 2021

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title = "Titanium(IV)-Mediated Ring-Opening/Dehydroxylative Cross-Coupling of Diaryl-Substituted Methanols with Cyclopropanol Derivatives",

abstract = "A titanium(IV)-mediated ring-opening/dehydroxylative cross-coupling of diaryl-substituted methanols with a cyclopropanol derivative was developed. The reactions proceeded efficiently to provide synthetically useful γ,γ-diaryl esters in moderate to good yields, which could be applied to the functionalization of complex molecules derived from bioactive fenofibrate and isoxepac and the synthesis of a precursor of Zoloft.",

author = "Zhang, {Si Xuan} and Yan Ding and Wang, {Jun Jie} and Chuanji Shen and Xiaocong Zhou and Chu, {Xue Qiang} and Mengtao Ma and Shen, {Zhi Liang}",

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doi = "10.1021/acs.joc.1c01790",

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T1 - Titanium(IV)-Mediated Ring-Opening/Dehydroxylative Cross-Coupling of Diaryl-Substituted Methanols with Cyclopropanol Derivatives

AU - Zhang, Si Xuan

AU - Ding, Yan

AU - Wang, Jun Jie

AU - Shen, Chuanji

AU - Zhou, Xiaocong

AU - Chu, Xue Qiang

AU - Ma, Mengtao

AU - Shen, Zhi Liang

PY - 2021/11/5

Y1 - 2021/11/5

N2 - A titanium(IV)-mediated ring-opening/dehydroxylative cross-coupling of diaryl-substituted methanols with a cyclopropanol derivative was developed. The reactions proceeded efficiently to provide synthetically useful γ,γ-diaryl esters in moderate to good yields, which could be applied to the functionalization of complex molecules derived from bioactive fenofibrate and isoxepac and the synthesis of a precursor of Zoloft.

AB - A titanium(IV)-mediated ring-opening/dehydroxylative cross-coupling of diaryl-substituted methanols with a cyclopropanol derivative was developed. The reactions proceeded efficiently to provide synthetically useful γ,γ-diaryl esters in moderate to good yields, which could be applied to the functionalization of complex molecules derived from bioactive fenofibrate and isoxepac and the synthesis of a precursor of Zoloft.

UR - http://www.scopus.com/inward/record.url?scp=85117485507&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.1c01790

DO - 10.1021/acs.joc.1c01790

M3 - 文章

AN - SCOPUS:85117485507

SN - 0022-3263

VL - 86

SP - 15753

EP - 15760

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 21

ER -

Titanium(IV)-Mediated Ring-Opening/Dehydroxylative Cross-Coupling of Diaryl-Substituted Methanols with Cyclopropanol Derivatives

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