Highly regio- and enantioselective Heck reactions of N-substituted 2-pyrroline with the new chiral ligand BITIANP

Authors
Tietze, LF Thede, K
Citation
Lf. Tietze et K. Thede, Highly regio- and enantioselective Heck reactions of N-substituted 2-pyrroline with the new chiral ligand BITIANP, SYNLETT, (10), 2000, pp. 1470-1472
Citations number
38
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
10
Year of publication
2000
Pages
1470 - 1472
Database
ISI
SICI code
0936-5214(200010):10<1470:HRAEHR>2.0.ZU;2-7
Abstract
The intermolecular Heck reaction of N-substituted 2-pyrroline 4 with aryl t riflates 5a-d in the presence of the chiral ligand (S)-BITIANP 1 gives the N-substituted 5-aryl-2-pyrrolines la-d highly regioselectively with excelle nt enantioselectivity (93-95% ee) and good yields (80-92%). In addition, cy clohexenyl triflate 8 can be transformed with 91% ee.