Back to Search
Start Over
E- and Z-stereoselectivity in the preparation of enamides from glycidyl sulfonamides and carbamates.
- Source :
-
Organic & biomolecular chemistry [Org Biomol Chem] 2012 Jan 21; Vol. 10 (3), pp. 509-11. Date of Electronic Publication: 2011 Nov 29. - Publication Year :
- 2012
-
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.
Details
- Language :
- English
- ISSN :
- 1477-0539
- Volume :
- 10
- Issue :
- 3
- Database :
- MEDLINE
- Journal :
- Organic & biomolecular chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 22124587
- Full Text :
- https://doi.org/10.1039/c1ob06569f