ON THE STEREOSELECTION OF IODOLACTONIZATIONS OF 3-SILYLOXYALK-5-ENOICACIDS

Authors
BEDFORD SB FENTON G KNIGHT DW SHAW DE
Citation
Sb. Bedford et al., ON THE STEREOSELECTION OF IODOLACTONIZATIONS OF 3-SILYLOXYALK-5-ENOICACIDS, Journal of the Chemical Society. Perkin transactions. I, (13), 1996, pp. 1505-1509
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
13
Year of publication
1996
Pages
1505 - 1509
Database
ISI
SICI code
0300-922X(1996):13<1505:OTSOIO>2.0.ZU;2-E
Abstract
Iodolactonizations of 3-triisopropylsilyloxyalk-5-enoic acids (10b and 12) proceed by way of common transition-state geometry 23, in which t he silyloxy group is positioned axially, presumably due to hydrogen bo nding with the carboxylic acid group.