Diphosphites as a promising new class of ligands in Pd-catalysed asymmetric allylic alkylation

被引:50
作者
Diéguez, M
Jansat, S
Gomez, M
Ruiz, A
Muller, G
Claver, C
机构
[1] Univ Barcelona, Dept Quim Inorgan, E-08028 Barcelona, Spain
[2] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, Tarragona 43005, Spain
关键词
D O I
10.1039/b101567m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of diphosphite ligands, derived from readily available D-(+)-glucose, have been used for the first time in the palladium-catalysed allylic alkylation reaction with high enantioselectivity (ee up to 95%) and activity in standard conditions.
引用
收藏
页码:1132 / 1133
页数:2
相关论文
共 28 条
[1]   Carbohydrate-substituted triarylphosphanes - A new class of ligands for two-phase catalysis [J].
Beller, M ;
Krauter, JGE ;
Zapf, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (07) :772-774
[2]   New chiral N,S-ligands based on oxazoline-thioglucose donors. Palladium(II)-catalyzed enantioselective allylic alkylation [J].
Boog-Wick, K ;
Pregosin, PS ;
Trabesinger, G .
ORGANOMETALLICS, 1998, 17 (15) :3254-3264
[3]   New chiral phosphine-phosphite ligands in the enantioselective palladium-catalyzed allylic alkylation [J].
Deerenberg, S ;
Schrekker, HS ;
van Strijdonck, GPF ;
Kamer, PCJ ;
van Leeuwen, PWNM ;
Fraanje, J ;
Goubitz, K .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (16) :4810-4817
[4]   Novel diphosphite derived from d-gluco-furanose provides high regio- and enantioselectivity in Rh-catalysed hydroformylation of vinyl arenes [J].
Diéguez, M ;
Pàmies, O ;
Ruiz, A ;
Castillón, S ;
Claver, C .
CHEMICAL COMMUNICATIONS, 2000, (17) :1607-1608
[5]   Synthesis of novel diphosphines from D-(+)-glucose.: Use in asymmetric hydrogenation [J].
Diéguez, M ;
Pàmies, O ;
Ruiz, A ;
Castillón, S ;
Claver, C .
TETRAHEDRON-ASYMMETRY, 2000, 11 (23) :4701-4708
[6]  
DIEGUEZ M, IN PRESS CHEM EUR J
[7]   C2-symmetric chiral bis(oxazoline)-metal complexes in catalytic asymmetric synthesis [J].
Ghosh, AK ;
Packiarajan, M ;
Cappiello, J .
TETRAHEDRON-ASYMMETRY, 1998, 9 (01) :1-45
[8]  
Hanessian S., 1983, TOTAL SYNTHESIS NATU, V3
[9]   5-AZA-SEMICORRINS - A NEW CLASS OF BIDENTATE NITROGEN LIGANDS FOR ENANTIOSELECTIVE CATALYSIS [J].
LEUTENEGGER, U ;
UMBRICHT, G ;
FAHRNI, C ;
VONMATT, P ;
PFALTZ, A .
TETRAHEDRON, 1992, 48 (11) :2143-2156
[10]   Synthesis of chiral hydroxyl phospholanes from D-mannitol and their use in asymmetric catalytic reactions [J].
Li, WG ;
Zhang, ZG ;
Xiao, DM ;
Zhang, XM .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (11) :3489-3496