A modular approach to ligands for asymmetric pi-allyl palladium catalysed additions

被引:39
作者
Gilbertson, SR
Chang, CWT
机构
[1] Department of Chemistry, Washington University, St. Louis
关键词
D O I
10.1039/a607200c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A route to phosphinodihydrooxazoles is reported, which is used to synthesize ten new ligands whose ability to asymmetrically catalyse the addition of dimethyl malonate to 1,3-diphenylprop-2-enyl acetate is investigated; the best gave a palladium complex which catalyses the addition of dimethyl malonate to 1,3-diphenylprop-2-enyl acetate in 99% yield and 97% ee.
引用
收藏
页码:975 / 976
页数:2
相关论文
共 15 条
[11]   PHOSPHINOARYLOXAZOLINES AND PHOSPHINOALKYLOXAZOLINES AS NEW CHIRAL LIGANDS FOR ENANTIOSELECTIVE CATALYSIS - VERY HIGH ENANTIOSELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTIONS [J].
SPRINZ, J ;
HELMCHEN, G .
TETRAHEDRON LETTERS, 1993, 34 (11) :1769-1772
[12]   Asymmetric transition metal-catalyzed allylic alkylations [J].
Trost, BM ;
VanVranken, DL .
CHEMICAL REVIEWS, 1996, 96 (01) :395-422
[13]   A MODEL FOR METAL-TEMPLATED CATALYTIC ASYMMETRIC INDUCTION VIA PI-ALLYL FRAGMENTS [J].
TROST, BM ;
MURPHY, DJ .
ORGANOMETALLICS, 1985, 4 (06) :1143-1145
[14]   CHIRAL PHOSPHINOARYLDIHYDROOXAZOLES AS LIGANDS IN ASYMMETRIC CATALYSIS - PD-CATALYZED ALLYLIC SUBSTITUTION [J].
VONMATT, P ;
PFALTZ, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (04) :566-568
[15]   An improved protocol for azole synthesis with PEG-supported burgess reagent [J].
Wipf, P ;
Venkatraman, S .
TETRAHEDRON LETTERS, 1996, 37 (27) :4659-4662