Novel concepts in directed biaryl synthesis, part 106.: Atropo-enantioselective synthesis of a C3-symmetric tripodal ligand with three axially chiral biaryl subunits

被引：12

作者：

Bringmann, G ^{[1
]}

Breuning, M ^{[1
]}

Pfeifer, RM ^{[1
]}

Schreiber, P ^{[1
]}

机构：

[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 15期

关键词：

D O I：

10.1016/S0957-4166(03)00406-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

In contrast to the numerous successful applications of C-2-symmetric biaryls as powerful tools for asymmetric synthesis, there have so far been only few reports on combinations of C-3-symmetry with axial chirality. We present here the first enantioselective synthesis of a novel family of tripodal ligands containing three axially chiral biaryl subunits in an (M,M,M)- or, optionally, (P,P,P)-configured form. The incorporation of a PCl2- and a TiCl-fragment into the central cavity was achieved. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：2225 / 2228

页数：4

共 36 条

[1] A TETRAPHOS LIGAND WITH C3 SYMMETRY [J].

BAKER, MJ ;

PRINGLE, PG .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (03) :314-316

[2] TRIPODAL LIGANDS POSSESSING 6 CONVERGENT HYDROXYL-GROUPS A NOVEL FAMILY OF IRON SEQUESTERING AGENTS BASED ON O,O'-DIHYDROXYBIPHENYL SUBUNITS [J].

BARET, P ;

BEGUIN, C ;

GAUDE, D ;

GELLON, G ;

MOURRAL, C ;

PIERRE, JL ;

SERRATRICE, G ;

FAVIER, A .

TETRAHEDRON, 1994, 50 (07) :2077-2094

[3]

Bellemin-Laponnaz S, 2002, ANGEW CHEM INT EDIT, V41, P3473, DOI 10.1002/1521-3773(20020916)41:18<3473::AID-ANIE3473>3.0.CO

[4]

2-N

[5]

BERGER S, 1993, NMR SPEKTROSKOPIE NI, V3, P2

[6] SYNTHESIS OF A C3-SYMMETRIC PHOSPHA[2.2.2]CYCLOPHANE [J].

BOLM, C ;

SHARPLESS, KB .

TETRAHEDRON LETTERS, 1988, 29 (40) :5101-5104

[7] Novel concepts in directed biaryl synthesis, part 102. The directed synthesis of axially chiral ligands, reagents, catalysts, and natural products through the 'lactone methodology' [J].

Bringmann, G ;

Tasler, S ;

Pfeifer, RM ;

Breuning, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 661 (1-2) :49-65

[8] Novel concepts in directed biaryl synthesis, part 101. The lactone concept-a novel approach to the metal-assisted atroposelective construction of axially chiral biaryl systems [J].

Bringmann, G ;

Breuning, M ;

Pfeifer, RM ;

Schenk, WA ;

Kamikawa, K ;

Uemura, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 661 (1-2) :31-47

[9] Enantioselective addition of diethylzinc to aldehydes using novel axially chiral 2-aminomethyl-1-(2′-hydroxyphenyl)naphthalene catalysts [J].

Bringmann, G ;

Breuning, M .

TETRAHEDRON-ASYMMETRY, 1998, 9 (04) :667-679

[10]

BRINGMANN G, 1992, LIEBIGS ANN CHEM, P225

← 1 2 3 4 →