Enantioselective ring opening of aza and oxabicyclic alkenes with dimethylzinc

Authors
Lautens, M Hiebert, S Renaud, JL
Citation
M. Lautens et al., Enantioselective ring opening of aza and oxabicyclic alkenes with dimethylzinc, ORG LETT, 2(13), 2000, pp. 1971-1973
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
13
Year of publication
2000
Pages
1971 - 1973
Database
ISI
SICI code
1523-7060(20000629)2:13<1971:EROOAA>2.0.ZU;2-R
Abstract
A system for efficient, asymmetric alkylative ring opening of azabenzonorbo rnadienes and [2.2.1] and [3.2.1] oxabicyclic alkenes was developed, The us e of Pd(CH3CN)(2)Cl-2 and chiral phosphinooxazoline ligands gives the dihyd ronaphthalenes, cyclohexenols, and cycloheptenols in excellent yields and e nantiomeric excesses.