DEVELOPMENT OF NEW ASYMMETRIC REACTIONS UTILIZING TARTARIC ACID ESTERAS A CHIRAL AUXILIARY - DESIGN OF AN EFFICIENT CHIRAL DINUCLEATING SYSTEM

Authors
INOMATA K UKAJI Y
Citation
K. Inomata et Y. Ukaji, DEVELOPMENT OF NEW ASYMMETRIC REACTIONS UTILIZING TARTARIC ACID ESTERAS A CHIRAL AUXILIARY - DESIGN OF AN EFFICIENT CHIRAL DINUCLEATING SYSTEM, Reviews on heteroatom chemistry, 18, 1998, pp. 119-140
Citations number
97
Categorie Soggetti
Chemistry
Journal title
Reviews on heteroatom chemistry → ACNP
ISSN journal
09156151
Volume
18
Year of publication
1998
Pages
119 - 140
Database
ISI
SICI code
0915-6151(1998)18:<119:DONARU>2.0.ZU;2-O
Abstract
In order to develop a practical method for the construction of chiral molecules, we have designed a novel chiral system possessing two metal centers utilizing tartaric acid esters. Based on this concept, an asy mmetric Simmons-Smith reaction, asymmetric 1,3-dipolar cycloadditions of nitrile oxides and nitrones, and an asymmetric nucleophilic additio n of dialkylzincs to nitrones can be achieved with an unprecedentedly high level of stereocontrol.