Recent advances in the synthesis of P(III)-chirogenic compounds

被引：51

作者：

Johansson, MJ ^{[1
]}

Kann, NC ^{[1
]}

机构：

[1] Chalmers Univ Technol, Dept Chem & Biosci, SE-41296 Gothenburg, Sweden

来源：

MINI-REVIEWS IN ORGANIC CHEMISTRY | 2004年 / 1卷 / 03期

关键词：

phosphorus; ligand; P-chirogenic; borane; chiral; asymmetric synthesis;

D O I：

10.2174/1570193043403235

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral phosphorus(III) ligands with chirality residing on the phosphorus atom have seen a renaissance upon the discovery that coordination to boron stabilises the phosphorus atom towards both oxidation and racemization. In this review we describe the newer methods that are available for the preparation of P-chirogenic ligands and discuss their advantages and limitations.

引用

页码：233 / 247

页数：15

共 119 条

[1] Pd(0)/Cu(I) cocatalyzed coupling of methylphenylphosphine-borane with aryl halides and aryl nonaflates [J].

Al-Masum, M ;

Livinghouse, T .

TETRAHEDRON LETTERS, 1999, 40 (44) :7731-7734

[2] A new synthetic route to P-chiral phosphine-boranes of high enantiopurity via stereocontrolled Pd(0)-Cu(I) cocatalyzed aromatic phosphorylation [J].

Al-Masum, M ;

Kumaraswamy, G ;

Livinghouse, T .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (15) :4776-4778

[3]

Albert J, 2002, CHEM-EUR J, V8, P2279, DOI 10.1002/1521-3765(20020517)8:10<2279::AID-CHEM2279>3.0.CO

[4]

2-#

[5] Optically active cyclopalladated compounds containing P-chiral ligands. Restricted rotation around the Pd-P bond [J].

Albert, J ;

Bosque, R ;

Cadena, JM ;

Delgado, S ;

Granell, J .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 634 (01) :83-89

[6] Optically active palladacycles containing imines derived from 1-(1-naphthyl)ethylamine: new resolving agents for P-chiral phosphines [J].

Albert, J ;

Cadena, JM ;

Granell, JR ;

Solans, X ;

Font-Bardia, M .

TETRAHEDRON-ASYMMETRY, 2000, 11 (09) :1943-1955

[7] Synthesis and resolution of benzylisopropylphenylphosphine a monodentate P-chiral ligand [J].

Albert, J ;

Bosque, R ;

Cadena, JM ;

Granell, JR ;

Muller, G ;

Ordinas, JI .

TETRAHEDRON-ASYMMETRY, 2000, 11 (16) :3335-3343

[8] A simple resolution procedure using the Staudinger reaction for the preparation of P-stereogenic phosphine oxides [J].

Andersen, NG ;

Ramsden, PD ;

Che, DQ ;

Parvez, M ;

Keay, BA .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (22) :7478-7486

[9] A novel resolution procedure for the preparation of P-stereogenic phosphine oxides [J].

Andersen, NG ;

Ramsden, PD ;

Che, DQ ;

Parvez, M ;

Keay, BA .

ORGANIC LETTERS, 1999, 1 (12) :2009-2011

[10] Asymmetric synthesis of P-chiral diphosphines. Steric effects on the palladium-complex-promoted asymmetric Diels-Alder reaction between a dimethylphenylphosphole and (E/Z)-methyl-substituted diphenylvinylphosphines [J].

Aw, BH ;

Hor, TSA ;

Selvaratnam, S ;

Mok, KF ;

White, AJP ;

Williams, DJ ;

Rees, NH ;

McFarlane, W ;

Leung, PH .

INORGANIC CHEMISTRY, 1997, 36 (10) :2138-2146

← 1 2 3 4 5 6 7 8 9 10 →