Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates.

Published

Journal Article

Treatment of the N-4,5-hexadienyl carbamate 2a with a catalytic 1:2 mixture of [(S)-1]Au2Cl2 [(S)-1 = (S)-3,5-t-Bu-4-MeO-MeOBIPHEP] and AgClO4 in m-xylene at -40 degrees C for 24 h led to isolation of 2-vinylpyrrolidine 3a in 97% yield with 81% ee. Gold(I)-catalyzed enantioselective hydroamination was effective for a number of carbamate groups and tolerated terminal disubstitutution of the allenyl moiety.

Full Text

Duke Authors

Cited Authors

  • Zhang, Z; Bender, CF; Widenhoefer, RA

Published Date

  • July 2007

Published In

Volume / Issue

  • 9 / 15

Start / End Page

  • 2887 - 2889

PubMed ID

  • 17595096

Pubmed Central ID

  • 17595096

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol071108n

Language

  • eng