Citation
B. Bonnet et al., COMPETITION BETWEEN METALATION AND HALOGEN LITHIUM EXCHANGE IN HALOVINYLIC ACETALS, Synlett, (3), 1996, pp. 221
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
09365214
Issue
3
Year of publication
1996
Database
ISI
SICI code
0936-5214(1996):3<221:CBMAHL>2.0.ZU;2-8
Abstract
Reaction of t-BuLi with haloacetals 1 was studied according to the con
figuration Z/E, the halogen atom (X=Br, I), the acetal moiety (R=Me, E
t) and the solvent (Et(2)O, THF). While E bromoacetals in Et(2)O are s
ubject to an exclusive metallation, all other cases yield to an exchan
ge reaction. Diiodoacetal 9a is the precursor of eneacetals 10 and 11
of controlled Z or E configurations.