Dehydrative Thiolation of Allenols: Indium vs Gold Catalysis

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

Research output: Contribution to journalArticle

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.

LanguageEnglish
Pages1703-1708
JournalJournal of Organic Chemistry
Volume80
DOIs
Publication statusPublished - 2015

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Indium
Catalysis
Sulfhydryl Compounds
Gold

Cite this

Webster, S ; Young, P C ; Barker, Graeme ; Rosair, G M ; Lee, A-L. / Dehydrative Thiolation of Allenols: Indium vs Gold Catalysis. In: Journal of Organic Chemistry. 2015 ; Vol. 80. pp. 1703-1708.
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Dehydrative Thiolation of Allenols: Indium vs Gold Catalysis. / Webster, S; Young, P C; Barker, Graeme; Rosair, G M; Lee, A-L.

In: Journal of Organic Chemistry, Vol. 80, 2015, p. 1703-1708.

Research output: Contribution to journalArticle

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AU - Young, P C

AU - Barker, Graeme

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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