Synthesis of axially chiral N,N-diethyl 2,6-disubstituted benzamides utilizing planar chiral (arene)chromium complexes

被引：36

作者：

Koide, H

Uemura, M ^{[1
]}

机构：

[1] Univ Osaka Prefecture, Fac Integrated Arts & Sci, Dept Chem, Sakai, Osaka 5998531, Japan

[2] Univ Osaka Prefecture, Adv Sci & Technol Res Inst, Sakai, Osaka 5998570, Japan

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 22期

关键词：

D O I：

10.1039/a806064i

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Axially chiral N,N-diethyl 2,6-disubstituted benzamides are prepared stereoselectively in an optically active form from a planar chiral (arene)chromium complex.

引用

页码：2483 / 2484

页数：2

共 15 条

[1]

ACKERMAN JH, 1970, TETRAHEDRON LETT, P2381

[2]

ACKERMAN JH, 1969, TETRAHEDRON LETT, P4487

[3] SPONTANEOUS RESOLUTION OF AN AXIALLY DISSYMMETRIC 3-CARBAMOYLPYRIDINIUM IODIDE - INTRINSIC DISCRIMINATION BETWEEN THE ENANTIOMERIC FORMS BY THE INTRODUCTION OF A 2ND CHIRAL ELEMENT [J].

BASTIAANSEN, LAM ;

KANTERS, JA ;

VANDERSTEEN, FH ;

DEGRAAF, AC ;

BUCK, HM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (07) :536-537

[4] DIASTEREOISOMERIC ATROPISOMERS FROM THE ADDITION OF LITHIATED N,N-DIALKYL-1-NAPHTHAMIDES TO ALDEHYDES [J].

BOWLES, P ;

CLAYDEN, J ;

TOMKINSON, M .

TETRAHEDRON LETTERS, 1995, 36 (50) :9219-9222

[5] Asymmetric induction using atropisomers: Diastereoselective additions to 2-acyl-1-naphthamides [J].

Clayden, J ;

Westlund, N ;

Wilson, FX .

TETRAHEDRON LETTERS, 1996, 37 (31) :5577-5580

[6] Conformationally interlocked amides: Remote asymmetric induction by mechanical transfer of stereochemical information [J].

Clayden, J ;

Pink, JH ;

Yasin, SA .

TETRAHEDRON LETTERS, 1998, 39 (1-2) :105-108

[7] Remote stereocontrol using rotationally restricted amides: (1,5)-asymmetric induction [J].

Clayden, J ;

Darbyshire, M ;

Pink, JH ;

Westlund, N ;

Wilson, FX .

TETRAHEDRON LETTERS, 1997, 38 (49) :8587-8590

[8] Configurational stability and stereospecificity in the reactions of amide-stabilised organolithiums: A non-stereospecific tin-lithium exchange [J].

Clayden, J ;

Pink, JH .

TETRAHEDRON LETTERS, 1997, 38 (14) :2565-2568

[9] LIQUID-CHROMATOGRAPHY ON TRIACETYLCELLULOSE .14. CHROMATOGRAPHIC-SEPARATION OF ENANTIOMERS AND BARRIERS TO ENANTIOMERIZATION OF AXIALLY CHIRAL AROMATIC CARBOXAMIDES [J].

CUYEGKENG, MA ;

MANNSCHRECK, A .

CHEMISCHE BERICHTE-RECUEIL, 1987, 120 (05) :803-809

[10] ASYMMETRIC-SYNTHESIS OF ALPHA-SUBSTITUTED BENZYL ALCOHOLS VIA THE STEREOSELECTIVE ADDITION OF NUCLEOPHILES TO HOMOCHIRAL TRICARBONYL(ETA-6-O-TRIALKYLSILYLBENZALDEHYDE)CHROMIUM(O) COMPLEXES [J].

DAVIES, SG ;

GOODFELLOW, CL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (02) :393-407

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