Gold-catalyzed oxidative cyclizations on 1,4-enynes: Evidence for a γ-substituent effect on Wagner-Meerwein rearrangements

Satish Ghorpade; Ming-Der Su; Rai-Shung Liu

doi:10.1002/anie.201210313

Back

Gold-catalyzed oxidative cyclizations on 1,4-enynes: Evidence for a γ-substituent effect on Wagner-Meerwein rearrangements

Journal article

Open access

Peer reviewed

Gold-catalyzed oxidative cyclizations on 1,4-enynes: Evidence for a γ-substituent effect on Wagner-Meerwein rearrangements

Satish Ghorpade, Ming-Der Su and Rai-Shung Liu

Angewandte Chemie - International Edition, Vol.52(15), pp.4229-4234

08/04/2013

DOI: https://doi.org/10.1002/anie.201210313

Abstract

carbenes

cyclization

gold

homogeneous catalysis

Wagner-Meerwein rearrangement

Gold-catalyzed oxidative cyclizations of 1,4-enynes were used to study the γ-effect on the Wagner-Meerwein rearrangement. Both experimental and theoretical work disclose that a gold substituent in the γ-position can direct a stereospecific 1,2-shift of the anti-β-substituent regardless of its intrinsic properties. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Files and links (1)

url

https://doi.org/10.1002/anie.201210313View

Published (Version of record) Open

Metrics

1 Record Views

See more details

Details

Title: Gold-catalyzed oxidative cyclizations on 1,4-enynes: Evidence for a γ-substituent effect on Wagner-Meerwein rearrangements
Creators - without role: Satish Ghorpade - National Tsing Hua University
Ming-Der Su - National Chiayi University
Rai-Shung Liu - Department of Chemistry , National Tsing-Hua University
Publication Details: Angewandte Chemie - International Edition, Vol.52(15), pp.4229-4234
Identifiers: 9957775683706774
Academic Unit: Department of Chemistry, College of Science, National Tsing Hua University
Language: English
Resource Type: Journal article

Gold-catalyzed oxidative cyclizations on 1,4-enynes: Evidence for a γ-substituent effect on Wagner-Meerwein rearrangements

Abstract

Files and links (1)

Related links

Metrics

Details

National Tsing Hua University Social media