Palladium(0)-catalyzed asymmetric synthesis of 2-vinylmorpholine and 2-vinylpiperazine. Influence of the biscarbonate structure on the enantioselectivity

Authors
Massacret, M Lakhmiri, R Lhoste, P Nguefack, C Ben Abdelouahab, FB Fadel, R Sinou, D
Citation
M. Massacret et al., Palladium(0)-catalyzed asymmetric synthesis of 2-vinylmorpholine and 2-vinylpiperazine. Influence of the biscarbonate structure on the enantioselectivity, TETRAHEDR-A, 11(17), 2000, pp. 3561-3568
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
17
Year of publication
2000
Pages
3561 - 3568
Database
ISI
SICI code
0957-4166(20000908)11:17<3561:PASO2A>2.0.ZU;2-7
Abstract
Palladium-catalyzed cyclization of N,N-bis(p-tolylsulfonyl)-o-phenylenediam ine 2b and 2-[(2,4,6-trimethylphenyl)sulfonyl] aminophenol 2c with three al lylic biscarbonates 1a-c gave quite different enantioselectivities. This in dicates that the cyclization processes do not have a common intermediate, a s in the case of benzene-1,2-diol. (C) 2000 Elsevier Science Ltd. All right s reserved.