CHLOROALLYL ANION - HIGHLY REGIOSELECTIVE AND DIASTEREOSELECTIVE ALPHA-ADDITION OF CHLOROALLYL ZINC REAGENT TO CARBONYL-COMPOUNDS

Authors
MALLAIAH K SATYANARAYANA J ILA H JUNJAPPA H
Citation
K. Mallaiah et al., CHLOROALLYL ANION - HIGHLY REGIOSELECTIVE AND DIASTEREOSELECTIVE ALPHA-ADDITION OF CHLOROALLYL ZINC REAGENT TO CARBONYL-COMPOUNDS, Tetrahedron letters, 34(19), 1993, pp. 3145-3148
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
19
Year of publication
1993
Pages
3145 - 3148
Database
ISI
SICI code
0040-4039(1993)34:19<3145:CA-HRA>2.0.ZU;2-P
Abstract
The chloroallyl zinc reagent generated insitu by deprotonation of ally l chloride in the presence of lithium diisopropylamide and zinc chlori de undergoes highly regio- and diastereoselective alpha-addition to ca rbonyl compounds to give syn chlorohydrins which on treatment with bas e afford cis vinyloxiranes in high yields.