Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex.

Journal Article

Reaction of 2,3-pentadienyl benzoate with benzyl carbamate catalyzed by a 1:1 mixture of (NHC)AuCl and AgOTf in dioxane at 23 degrees C for 5 h led to isolation of (E)-4-(benzyloxycarbonylamino)-2-pentenyl benzoate in 84% yield as a single regio- and diastereomer. Gold(I)-catalyzed hydroamination was effective for a number of N-unsubstituted carbamates and a range of substituted allenes.

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Duke Authors

Widenhoefer, Ross A.

Cited Authors

Kinder, RE; Zhang, Z; Widenhoefer, RA

Published Date

July 2008

Published In

Organic Letters

Volume / Issue

10 / 14

Start / End Page

3157 - 3159

PubMed ID

18570376

Pubmed Central ID

18570376

Electronic International Standard Serial Number (EISSN)

1523-7052

International Standard Serial Number (ISSN)

1523-7060

Digital Object Identifier (DOI)

10.1021/ol8010858

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