ENANTIOSELECTIVE NUCLEOPHILIC OPENING OF MESO EPOXIDES BY ORGANOLITHIUM REAGENTS

Authors
ALEXAKIS A VRANCKEN E MANGENEY P
Citation
A. Alexakis et al., ENANTIOSELECTIVE NUCLEOPHILIC OPENING OF MESO EPOXIDES BY ORGANOLITHIUM REAGENTS, Synlett, (10), 1998, pp. 1165
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
10
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):10<1165:ENOOME>2.0.ZU;2-T
Abstract
Aryl lithium reagents, complexed with (-)-sparteine, react enantiosele ctively with cyclic meso epoxides, to afford chiral aryl cyclanols. Th e enantiomeric excess, though moderate (27-87%), is the best in the li terature for such a reaction. Activation by BF3. OEt2 is needed, and i s compatible with a diamine such as (-)-sparteine.