DIASTEREOSELECTIVE SYNTHESIS OF SUBSTITUTED CYCLOHEXADIENES FROM ENANTIOMERICALLY PURE TRICARBONYL(2-PHENYL-4,5-DIHYDROOXAZOLE)CHROMIUM COMPLEXES

被引：46

作者：

KUNDIG, EP ^{[1
]}

RIPA, A ^{[1
]}

BERNARDINELLI, G ^{[1
]}

机构：

[1] UNIV GENEVA,CRYSTALLOG LAB,CH-1211 GENEVA 4,SWITZERLAND

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1992年 / 31卷 / 08期

关键词：

D O I：

10.1002/anie.199210711

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two or, as shown here, three organic groups can be added with high diastereoselectivity to a pi-bond in benzene [Eq. (a)]. This one-pot procedure relies on the combined effects of two auxiliaries on the arene: a chiral, sigma-bound heterocycle and a pi-bound metal complex fragment.

引用

页码：1071 / 1073

页数：3

共 31 条

[1] REGIOSELECTIVE NUCLEOPHILIC ADDITIONS TO TRICARBONYL(ETA-6-ARENE)CHROMIUM(O) COMPLEXES - ELECTRONIC VERSUS CHELATION CONTROL [J].

BLAGG, J ;

DAVIES, SG ;

GOODFELLOW, CL ;

SUTTON, KH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (04) :1133-1144

[2] BIS(4,5-DIHYDROOXAZOLYL) DERIVATIVES IN ASYMMETRIC CATALYSIS [J].

BOLM, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (05) :542-543

[3]

Bolm C., 1991, ANGEW CHEM, V103, P556

[4] STRUCTURE AND DYNAMIC BEHAVIOR OF SOLVATED NEOPENTYLLITHIUM MONOMERS, DIMERS, AND TETRAMERS - H-1, C-13, AND LI-6 NMR [J].

FRAENKEL, G ;

CHOW, A ;

WINCHESTER, WR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (17) :6190-6198

[5]

HALL SR, 1987, XTAL 30 USERS MANUAL

[6] DIASTEREOTOPIC GROUP-SELECTIVE REACTIONS AT PI-ARENE CHROMIUM DERIVATIVES - DEPROTONATION AND NUCLEOPHILIC-ADDITION REACTIONS OF SUBSTRATES BEARING BENZYLIC CHIRAL CENTERS [J].

HEPPERT, JA ;

AUBE, J ;

THOMASMILLER, ME ;

MILLIGAN, ML ;

TAKUSAGAWA, F .

ORGANOMETALLICS, 1990, 9 (03) :727-739

[7] STRUCTURE OF PHENYLLITHIUM IN SOLUTION [J].

JACKMAN, LM ;

SCARMOUTZOS, LM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (16) :4627-4629

[8]

KUKLOVSKY C, 1990, J AM CHEM SOC, V112, P6672

[9] RECENT ADVANCES IN ARENE TRANSFORMATION REACTIONS VIA CHROMIUM COMPLEXES [J].

KUNDIG, EP .

PURE AND APPLIED CHEMISTRY, 1985, 57 (12) :1855-1864

[10]

KUNDIG EP, 1991, J AM CHEM SOC, V113, P9676

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