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- Title
Exploring the reaction of iodine with α-diazo esters.
- Authors
Verardo, Giancarlo; Geatti, Paola; Gambi, Alberto
- Abstract
In this paper we describe the unprecedented reaction between α-diazo esters 1 and iodine. The reaction, carried out in the presence of aqueous NaHCO3, afforded the Z-isomer of the corresponding unsaturated-2-iodo ester 8. The configuration of compounds 8 was determined using the 3JC&bond;H coupling between carbonyl carbon atom and alkene proton. Mechanistic considerations accounting for the observed phenomena and including quantum chemical calculations are proposed. Copyright © 2008 John Wiley & Sons, Ltd.
- Subjects
IODINE; HALOGENS; ESTERS; ORGANIC compounds; SODIUM compounds
- Publication
Journal of Physical Organic Chemistry, 2009, Vol 22, Issue 1, p24
- ISSN
0894-3230
- Publication type
Article
- DOI
10.1002/poc.1420