NOVEL CARBONYL-DEPENDENT REGIOSELECTIVE ALLYLATION VIA DIETHYLZINC-MEDIATED UMPOLUNG OF PI-ALLYLPALLADIUM

Authors
KIMURA M OGAWA Y SHIMIZU M SUEISHI M TANAKA S TAMARU Y
Citation
M. Kimura et al., NOVEL CARBONYL-DEPENDENT REGIOSELECTIVE ALLYLATION VIA DIETHYLZINC-MEDIATED UMPOLUNG OF PI-ALLYLPALLADIUM, Tetrahedron letters, 39(38), 1998, pp. 6903-6906
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
38
Year of publication
1998
Pages
6903 - 6906
Database
ISI
SICI code
0040-4039(1998)39:38<6903:NCRAVD>2.0.ZU;2-3
Abstract
Palladium-catalyzed allylation of carbonyls (1.1 - 1.5 mmol) with ally lic esters 3a-d (1 mmol) in the presence of Pd(PPh3)(4) (0.05 mmol) an d Et2Zn (2.4 mmol) in THF at room temperature shows marked carbonyl-de pendent regioselectivity, providing alpha-allylation products 5 with b enzaldehyde and gamma-allylation products 6 with acetone and ethyl ace tate. (C) 1998 Elsevier Science Ltd. All rights reserved.