Catalytic enantioselective amination of enolsilanes using C-2-symmetric copper(II) complexes as chiral Lewis acids

Authors
Evans, DA Johnson, DS
Citation
Da. Evans et Ds. Johnson, Catalytic enantioselective amination of enolsilanes using C-2-symmetric copper(II) complexes as chiral Lewis acids, ORG LETT, 1(4), 1999, pp. 595-598
Citations number
39
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
4
Year of publication
1999
Pages
595 - 598
Database
ISI
SICI code
1523-7060(19990826)1:4<595:CEAOEU>2.0.ZU;2-K
Abstract
[GRAPHICS] [Cu(S,S)-t-Bu-box](OTf)(2) (1) catalyzes the enantioselective amination of enolsilanes with azodicarboxylate derivatives. Isomerically pure enolsilane s of aryl ketones, acylpyrroles, and thioesters added to the azo imide in g reater than 95% ee. The use of an alcohol additive was critical to achievin g catalyst turnover.