PALLADIUM-CATALYZED ASYMMETRIC ALKENYLATION OF CYCLIC OLEFINS

Citation
F. Ozawa et al., PALLADIUM-CATALYZED ASYMMETRIC ALKENYLATION OF CYCLIC OLEFINS, Tetrahedron letters, 34(15), 1993, pp. 2505-2508
Citations number
17
Journal title
ISSN journal
00404039
Volume
34
Issue
15
Year of publication
1993
Pages
2505 - 2508
Database
ISI
SICI code
0040-4039(1993)34:15<2505:PAAOCO>2.0.ZU;2-D
Abstract
The reaction of 2,3-dihydrofuran with alkenyl triflates in benzene or toluene in the presence of 1,8-bis(dimethylamino)naphthalene and a cat alytic amount of Pd{(R)-BINAP}2 gave optically active 2-alkenyl-2,3-di hydrofurans in high enantioselectivities (>96-87% ee). Under similar r eaction conditions, 1-(methoxycarbonyl)-2-pyrroline was alkenylated in >99-96% ee.