Palladium-catalysed asymmetric allylic alkylation using new chiral phosphinite-nitrogen ligands derived from D-glucosamine

被引：82

作者：

Yonehara, K ^{[1
]}

Hashizume, T ^{[1
]}

Mori, K ^{[1
]}

Ohe, K ^{[1
]}

Uemura, S ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Sakyo Ku, Kyoto 6068501, Japan

来源：

CHEMICAL COMMUNICATIONS | 1999年 / 05期

关键词：

D O I：

10.1039/a810041a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Novel phosphinite-nitrogen chiral ligands synthesized from D-glucosamine furnish a high level of enantiomeric excess (up to 96% ee) in palladium-catalysed allylic alkylation.

引用

页码：415 / 416

页数：2

共 18 条

[11] Carbohydrate phosphinites as practical ligands in asymmetric catalysis: Electronic effects and dependence of backbone chirality in Rh-catalyzed asymmetric hydrogenations. Synthesis of R- or S-amino acids using natural sugars as ligand precursors [J].

RajanBabu, TV ;

Ayers, TA ;

Halliday, GA ;

You, KK ;

Calabrese, JC .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (17) :6012-6028

[12] Chiral tridentate C-2 diphosphine ligands for enantioselective catalysis. [J].

Sablong, R ;

Newton, C ;

Dierkes, P ;

Osborn, JA .

TETRAHEDRON LETTERS, 1996, 37 (28) :4933-4936

[13] The asymmetric hydrogenation of imines using tridentate C-2 diphosphine complexes of iridium(I) and rhodium(I). [J].

Sablong, R ;

Osborn, JA .

TETRAHEDRON LETTERS, 1996, 37 (28) :4937-4940

[14] 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

[15] A FACILE SYNTHESIS OF 2-METHYL-(3,4,6-TRI-O-ACETYL-1,2-DIDEOXY-ALPHA-D-GLUCOPYRANO)-[2,1-D]-2-OXAZOLINE [J].

SRIVASTAVA, VK .

CARBOHYDRATE RESEARCH, 1982, 103 (02) :286-292

[16] Palladium-catalyzed allylic alkylation with phosphinoaryldihydrooxazole ligands: First evidence and NMR spectroscopic structure determination of a primary olefin-Pd-o complex [J].

Steinhagen, H ;

Reggelin, M ;

Helmchen, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (19) :2108-2110

[17] Asymmetric transition metal-catalyzed allylic alkylations [J].

Trost, BM ;

VanVranken, DL .

CHEMICAL REVIEWS, 1996, 96 (01) :395-422

[18]

TSUJI J, 1995, PALLADIUM REAAGENTS

← 1 2 →