Retention of stereochemistry in gold-catalyzed formal [4+3] cycloaddition of epoxides with arenynamides

Somnath Narayan Karad; Sabyasachi Bhunia; Rai-Shung Liu

doi:10.1002/anie.201203723

Back

Retention of stereochemistry in gold-catalyzed formal [4+3] cycloaddition of epoxides with arenynamides

Journal article

Peer reviewed

Retention of stereochemistry in gold-catalyzed formal [4+3] cycloaddition of epoxides with arenynamides

Somnath Narayan Karad, Sabyasachi Bhunia and Rai-Shung Liu

Angewandte Chemie - International Edition, Vol.51(35), pp.8722-8726

27/08/2012

DOI: https://doi.org/10.1002/anie.201203723

Abstract

[4+3] cycloaddition

arenynamide

epoxide

gold catalysis

retention

Golden opportunity: [4+3] Cycloaddition reactions of arenynamides and epoxides are enabled under gold catalysis and have a broad substrate scope (see scheme; Ms=methanesulfonyl). An S _N 2-type front-side attack of phenyl at the oxiranyl ring is expected to cause the retention of stereochemistry. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Metrics

1 Record Views

See more details

Details

Title: Retention of stereochemistry in gold-catalyzed formal [4+3] cycloaddition of epoxides with arenynamides
Creators - without role: Somnath Narayan Karad - National Tsing Hua University
Sabyasachi Bhunia - National Tsing Hua University
Rai-Shung Liu - Department of Chemistry , National Tsing Hua University
Publication Details: Angewandte Chemie - International Edition, Vol.51(35), pp.8722-8726
Identifiers: 9957769395106774
Academic Unit: Department of Chemistry, College of Science, National Tsing Hua University
Language: English
Resource Type: Journal article

Retention of stereochemistry in gold-catalyzed formal [4+3] cycloaddition of epoxides with arenynamides

Abstract

Related links

Metrics

Details

National Tsing Hua University Social media