REGIOSELECTIVE AND ENANTIOSELECTIVE METALATION OF A TRICARBONYL(ETA(6)-ARENE)CHROMIUM COMPLEX DERIVED FROM 1,3-DIHYDROISOBENZOFURAN

Authors
EWIN RA SIMPKINS NS
Citation
Ra. Ewin et Ns. Simpkins, REGIOSELECTIVE AND ENANTIOSELECTIVE METALATION OF A TRICARBONYL(ETA(6)-ARENE)CHROMIUM COMPLEX DERIVED FROM 1,3-DIHYDROISOBENZOFURAN, Synlett, (4), 1996, pp. 317-318
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
4
Year of publication
1996
Pages
317 - 318
Database
ISI
SICI code
0936-5214(1996):4<317:RAEMOA>2.0.ZU;2-Q
Abstract
The tricarbonyl(eta(6)-arene)chromium complex derived from 1,3-dihydro isobenzofuran (phthalan) can be converted into chiral nonracemic deriv atives, in up to 80% ee, via asymmetric deprotonation at the benzylic position using a chiral lithium amide base. Unexpectedly, different al kyllithium and lithium amide bases showed contrasting regioselectiviti es in deprotonation of the phthalan complex at either the benzylic or ortho positions.