High enantiocontrol in the intramolecular cyclopropanation of diazo ketones catalyzed by dirhodium(II) complexes with ortho-metalated aryl phosphine ligands

Authors
Barberis, M Perez-Prieto, J Stiriba, SE Lahuerta, P
Citation
M. Barberis et al., High enantiocontrol in the intramolecular cyclopropanation of diazo ketones catalyzed by dirhodium(II) complexes with ortho-metalated aryl phosphine ligands, ORG LETT, 3(21), 2001, pp. 3317-3319
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
21
Year of publication
2001
Pages
3317 - 3319
Database
ISI
SICI code
1523-7060(20011018)3:21<3317:HEITIC>2.0.ZU;2-P
Abstract
[GRAPHICS] Chiral dirhodium(II) complexes, Rh-2(O2CCF3)(2)(PC)(2), [PCH = (p-CH3C6H4)( 3)P, (m-CH3C6H4)(3)P], provide an excellent yield and a high enantiocontrol in the cyclopropanation of alpha -diazo ketones with gamma and delta doubl e bonds. The ee values are significantly dependent on the solvent used the best results are obtained using pentane.