Dehydrative Thiolation of Allenols: Indium vs Gold Catalysis

S Webster; P C Young; Graeme Barker; G M Rosair; A-L Lee

doi:10.1021/jo502648w

Dehydrative Thiolation of Allenols: Indium vs Gold Catalysis

S Webster, P C Young, Graeme Barker, G M Rosair, A-L Lee

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Abstract

Intermolecular additions of thiols to allenols via formal SN2' selectivity to produce functionalized dienes are described. Although this dehydrative reaction was initially developed using gold(I) catalysis, indium(III) proves to be a far superior catalyst in terms of selectivity and substrate scope.

Original language	English
Pages (from-to)	1703-1708
Journal	Journal of Organic Chemistry
Volume	80
DOIs	https://doi.org/10.1021/jo502648w
Publication status	Published - 2015

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Graeme Barker
- Graeme.Barkerhw.acuk
- School of Engineering & Physical Sciences - Assistant Professor
- School of Engineering & Physical Sciences, Institute of Chemical Sciences - Assistant Professor
Person: Academic (Research & Teaching)

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title = "Dehydrative Thiolation of Allenols: Indium vs Gold Catalysis",

abstract = "Intermolecular additions of thiols to allenols via formal SN2' selectivity to produce functionalized dienes are described. Although this dehydrative reaction was initially developed using gold(I) catalysis, indium(III) proves to be a far superior catalyst in terms of selectivity and substrate scope.",

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AU - Rosair, G M

AU - Lee, A-L

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AB - Intermolecular additions of thiols to allenols via formal SN2' selectivity to produce functionalized dienes are described. Although this dehydrative reaction was initially developed using gold(I) catalysis, indium(III) proves to be a far superior catalyst in terms of selectivity and substrate scope.

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SP - 1703

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

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Dehydrative Thiolation of Allenols: Indium vs Gold Catalysis

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