Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes

Xiao Hui Yang; Ryan T. Davison; Vy M. Dong

doi:10.1021/jacs.8b06957

Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes

Xiao Hui Yang, Ryan T. Davison, Vy M. Dong^*

^*Corresponding author for this work

University of California at Irvine

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

144 Citations (Scopus)

Abstract

We report a Rh-catalyzed hydrothiolation of 1,3-dienes, including petroleum feedstocks. Either secondary or tertiary allylic sulfides can be generated from the selective addition of a thiol to the more substituted double bond of a diene. The catalyst tolerates a wide range of functional groups, and the loading can be as low as 0.1 mol %.

Original language	English
Pages (from-to)	10443-10446
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	140
Issue number	33
DOIs	https://doi.org/10.1021/jacs.8b06957
Publication status	Published - 22 Aug 2018
Externally published	Yes

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title = "Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes",

abstract = "We report a Rh-catalyzed hydrothiolation of 1,3-dienes, including petroleum feedstocks. Either secondary or tertiary allylic sulfides can be generated from the selective addition of a thiol to the more substituted double bond of a diene. The catalyst tolerates a wide range of functional groups, and the loading can be as low as 0.1 mol \%.",

author = "Yang, \{Xiao Hui\} and Davison, \{Ryan T.\} and Dong, \{Vy M.\}",

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AU - Yang, Xiao Hui

AU - Davison, Ryan T.

AU - Dong, Vy M.

PY - 2018/8/22

Y1 - 2018/8/22

N2 - We report a Rh-catalyzed hydrothiolation of 1,3-dienes, including petroleum feedstocks. Either secondary or tertiary allylic sulfides can be generated from the selective addition of a thiol to the more substituted double bond of a diene. The catalyst tolerates a wide range of functional groups, and the loading can be as low as 0.1 mol %.

AB - We report a Rh-catalyzed hydrothiolation of 1,3-dienes, including petroleum feedstocks. Either secondary or tertiary allylic sulfides can be generated from the selective addition of a thiol to the more substituted double bond of a diene. The catalyst tolerates a wide range of functional groups, and the loading can be as low as 0.1 mol %.

UR - https://www.scopus.com/pages/publications/85051968675

U2 - 10.1021/jacs.8b06957

DO - 10.1021/jacs.8b06957

M3 - Article

C2 - 30091909

AN - SCOPUS:85051968675

SN - 0002-7863

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EP - 10446

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 33

ER -

Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes

Abstract

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