Catalytic asymmetric synthesis of ferrocenes and P-stereogenic bisphosphines

被引：123

作者：

Genet, Cedric

Canipa, Steven J.

O'Brien, Peter ^{[1
]}

Taylor, Sven

机构：

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

[2] F Hoffmann La Roche & Co Ltd, CH-4070 Basel, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 29期

关键词：

HIGHLY ENANTIOSELECTIVE HYDROGENATION; PHOSPHINE LIGAND; DEPROTONATION; METALATION; LITHIATION; PALLADIUM; PLATINUM; ROUTES;

D O I：

10.1021/ja062616f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The catalytic asymmetric synthesis of planar chiral ferrocenes and P-stereogenic phosphines and bisphosphines (important classes of chiral ligands for metal-catalyzed asymmetric processes) is successfully demonstrated using n-BuLi or s-BuLi in combination with substoichiometric quantities (0.1-0.5 equiv) of (-)-sparteine or the (+)-sparteine surrogate. Copyright © 2006 American Chemical Society.

引用

收藏

页码：9336 / 9337

页数：2

相关论文

共 38 条

[1] The synthesis of new planar chiral heterobidentate chelate ligands for asymmetric catalysis [J].

Anderson, JC ;

Osborne, J .

TETRAHEDRON-ASYMMETRY, 2005, 16 (05) :931-934

[2] Asymmetric catalytic synthesis of P-stereogenic phosphines via a nucleophilic ruthenium phosphido complex [J].

Chan, VS ;

Stewart, IC ;

Bergman, RG ;

Toste, FD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (09) :2786-2787

[3] A concise update on the applications of chiral ferrocenyl phosphines in homogeneous catalysis leading to organic synthesis [J].

Colacot, TJ .

CHEMICAL REVIEWS, 2003, 103 (08) :3101-3118

[4] A new optically active secondary diphosphine -: its use for the improved synthesis of (R,R)-1,2-bis(boranato(tert-butyl)methylphosphino)ethane [J].

Crépy, KVL ;

Imamoto, T .

TETRAHEDRON LETTERS, 2002, 43 (43) :7735-7737

[5] New P-chirogenic phosphine ligands and their use in catalytic asymmetric reactions [J].

Crépy, KVL ;

Imamoto, T .

NEW ASPECTS IN PHOSPHORUS CHEMISTRY III, 2003, 229 :1-40

[6] A readily-accessible (+)-sparteine surrogate [J].

Dearden, MJ ;

Firkin, CR ;

Hermet, JPR ;

O'Brien, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (40) :11870-11871

[7] Synthesis and characterization of a new enantiopure hydroxylated phosphine, its rhodium(I) and (III) complexes and their performance in catalytic carbonylation [J].

Duran, J ;

Oliver, D ;

Polo, A ;

Real, J ;

Benet-Buchholz, J ;

Fontrodona, X .

TETRAHEDRON-ASYMMETRY, 2003, 14 (17) :2529-2538

[8]

FLEMIING I, 1994, CHEM COMMUN, P99

[9] Asymmetric hydrogenation of enamides with Rh-BisP* and Rh-MiniPHOS catalysts. Scope, limitations, and mechanism [J].

Gridnev, ID ;

Yasutake, M ;

Higashi, N ;

Imamoto, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (22) :5268-5276

[10]

Heath H, 2001, SYNTHESIS-STUTTGART, P2341

← 1 2 3 4 →