A new asymmetric synthesis of trans-hydroisoquinolones

Citation
A. Kamatani et Le. Overman, A new asymmetric synthesis of trans-hydroisoquinolones, ORG LETT, 3(8), 2001, pp. 1229-1232
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
8
Year of publication
2001
Pages
1229 - 1232
Database
ISI
SICI code
1523-7060(20010419)3:8<1229:ANASOT>2.0.ZU;2-K
Abstract
A convenient enantioselective synthesis of trans-hydroisoquinolones is desc ribed. This synthesis capitalizes on the ready availability of enantioenric hed 2-substituted cyclohexenols by exploiting the asymmetry of an allylic c arbon-oxygen sigma bond to control carbon-carbon bond formation in pinacol- terminated cyclizations of N-acyliminium cations.