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Exploring the reaction of iodine with α-diazo esters.
- Source :
- Journal of Physical Organic Chemistry; Jan2009, Vol. 22 Issue 1, p24-30, 7p, 6 Diagrams, 1 Chart
- Publication Year :
- 2009
-
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 NaHCO<subscript>3</subscript>, afforded the Z-isomer of the corresponding unsaturated-2-iodo ester 8. The configuration of compounds 8 was determined using the <superscript>3</superscript>J<subscript>C&bond;H</subscript> 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. [ABSTRACT FROM AUTHOR]
- Subjects :
- IODINE
HALOGENS
ESTERS
ORGANIC compounds
SODIUM compounds
Subjects
Details
- Language :
- English
- ISSN :
- 08943230
- Volume :
- 22
- Issue :
- 1
- Database :
- Complementary Index
- Journal :
- Journal of Physical Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 35678222
- Full Text :
- https://doi.org/10.1002/poc.1420