ENANTIOSELECTIVE NUCLEOPHILIC OPENING OF MESO EPOXIDES BY ORGANOLITHIUM REAGENTS (OCTOBER, PG 1165, 1998)

Authors
ALEXAKIS A VRANCKEN E MANGENEY P
Citation
A. Alexakis et al., ENANTIOSELECTIVE NUCLEOPHILIC OPENING OF MESO EPOXIDES BY ORGANOLITHIUM REAGENTS (OCTOBER, PG 1165, 1998), Synlett, (11), 1998, pp. 3
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
11
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):11<3:ENOOME>2.0.ZU;2-G
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 is compatible with a diamine such as (-)-sparteine.