Stereoconservative Negishi arylation and alkynylation as an efficient approach to enantiopure 2,2′-diarylated 1,1′-binaphthyls

被引：36

作者：

Krascsenicsová, K

Walla, P

Kasák, P

Uray, G

Kappe, CO ^{[1
]}

Putala, M

机构：

[1] Comenius Univ, Dept Organ Chem, Fac Nat Sci, Bratislava 84215, Slovakia

[2] Karl Franzens Univ Graz, Inst Chem, Graz, Austria

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 22期

关键词：

D O I：

10.1039/b410185e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Negishi arylation and alkynylation of easily synthesized chiral 2,2'- diodo-1,1'-binaphthyl rapidly proceeds in refluxing THF utilizing controlled microwave irradiation, affording enantiopure 2,2'-diarylated 1,1'-binaphthyls in good to excellent yields.

引用

收藏

页码：2606 / 2607

页数：2

相关论文

共 31 条

[1]

An DL, 2002, ANGEW CHEM INT EDIT, V41, P171, DOI 10.1002/1521-3773(20020104)41:1<171::AID-ANIE171>3.0.CO

[2]

2-J

[3] Selective transformations of phenylated diynes to polycyclic compounds by the RhCl3- and PtCl4-Aliquat 336(R) ion pair catalysts [J].

Baidossi, W ;

Schumann, H ;

Blum, J .

TETRAHEDRON, 1996, 52 (24) :8349-8364

[4] Novel route to enantiopure 2,2′-diaryl-1,1′-binaphthalenes by stereoconservative Suzuki arylation at positions 2 and 2′ [J].

Brath, H ;

Dubovska, M ;

Jurícek, M ;

Kasák, P ;

Putala, M .

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2004, 69 (07) :1517-1536

[5] SYNTHESIS OF OPTICALLY-ACTIVE 2,2'-DIHALO-1,1'-BINAPHTHYLS VIA STABLE DIAZONIUM SALTS [J].

BROWN, KJ ;

BERRY, MS ;

MURDOCH, JR .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (22) :4345-4349

[6] CONDENSED CYCLOBUTANE AROMATIC SYSTEMS .1. THE SYNTHESIS OF 1,2-BENZOBIPHENYLENE AND 1,2-BINAPHTHYLENE [J].

CAVA, MP ;

STUCKER, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (22) :6022-6026

[7] Modification of the atropisomeric N,N-ligand 2,2′-di(pyridin-2-yl)-1,1′-binaphthalene and its application to the asymmetric allylation of benzaldehyde [J].

Charmant, JPH ;

Hunt, NJ ;

Lloyd-Jones, GC ;

Nowak, T .

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2003, 68 (05) :865-884

[8] THE DESIGN OF MOLECULAR HOSTS, GUESTS, AND THEIR COMPLEXES [J].

CRAM, DJ .

SCIENCE, 1988, 240 (4853) :760-767

[9] SYNTHESIS AND STRUCTURE OF 2,2'-BINAPHTHALENEDIYL-SUBSTITUTED FERROCENES AND DERIVED OLIGOMERS [J].

FOXMAN, BM ;

ROSENBLUM, M ;

SOKOLOV, V ;

KHRUSHCHOVA, N .

ORGANOMETALLICS, 1993, 12 (12) :4805-4809

[10] Preparation of 1,1'-binaphthyl-2,2'-diyl bridged ansa-bis(annulated-cyclopentadienyl)titanium and -zirconium dichloride complexes [J].

Halterman, RL ;

Ramsey, TM .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1997, 530 (1-2) :225-234

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