Picture of virus under microscope

Research under the microscope...

The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs.

Strathprints serves world leading Open Access research by the University of Strathclyde, including research by the Strathclyde Institute of Pharmacy and Biomedical Sciences (SIPBS), where research centres such as the Industrial Biotechnology Innovation Centre (IBioIC), the Cancer Research UK Formulation Unit, SeaBioTech and the Centre for Biophotonics are based.

Explore SIPBS research

E- and Z-Stereoselectivity in the preparation of enamides from glycidyl sulfonamides and carbamates

Brown, Jack A and Chudasama, Vijay and Giles, Melvyn E and Gill, Duncan M and Keegan, Philip S and Kerr, William J and Munday, Rachel H and Griffin, Karen and Watts, Andrew (2012) E- and Z-Stereoselectivity in the preparation of enamides from glycidyl sulfonamides and carbamates. Organic and Biomolecular Chemistry, 10 (3). pp. 509-511. ISSN 1477-0520

[img]
Preview
PDF
Gill_Kerr_Glycidyl_Carbamate_OBC_Published.pdf - Final Published Version

Download (209kB) | Preview

Abstract

Treatment of glycidyl sulfonamides with LDA delivers the corresponding enesulfonamide with good selectivity for the E-isomer, whereas the corresponding carbamates exhibit selectivity for the Z-enecarbamate. An E1cB elimination mechanism proceeding from a substrate–base chelate complex is advanced as rationalisation of the latter set of Z-selective outcomes.