ENANTIOSELECTIVE ORTHO-LITHIATION OF BENZALDEHYDE CHROMIUMTRICARBONYL COMPLEX

被引：47

作者：

ALEXAKIS, A ^{[1
]}

KANGER, T ^{[1
]}

MANGENEY, P ^{[1
]}

ROSEMUNCH, F ^{[1
]}

PERROTEY, A ^{[1
]}

ROSE, E ^{[1
]}

机构：

[1] UNIV PARIS 06,CHIM ORGAN LAB,CNRS,URA 408,F-75252 PARIS 05,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 09期

关键词：

D O I：

10.1016/0957-4166(95)00283-U

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The asymmetric ortho lithiation of benzaldehyde chromiumtricarbonyl complex is performed by in situ temporary protection of the aldehyde functionality with a chiral amide and BuLi as metallating agent. Reaction with an electrophile followed by acidic hydrolysis leeds to the enantiomerically enriched ortho substituted benzaldehyde chromiumtricarbonyl complex.

引用

页码：2135 / 2138

页数：4

共 18 条

[11] THE ASYMMETRIC METALATION OF CHIRAL ARYLALDEHYDE ACETAL CHROMIUM TRICARBONYL COMPLEXES [J].

KONDO, Y ;

GREEN, JR ;

HO, JW .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (26) :7199-7201

[12] PLANAR CHIRAL ARENE TRICARBONYLCHROMIUM COMPLEXES VIA ENANTIOSELECTIVE DEPROTONATION ELECTROPHILE ADDITION-REACTIONS [J].

KUNDIG, EP ;

QUATTROPANI, A .

TETRAHEDRON LETTERS, 1994, 35 (21) :3497-3500

[13] A STUDY OF THE SYNTHESIS AND RACEMIZATION OF A CHIRAL LITHIATED TRICARBONYL(ETA(6)-ANISOLE)CHROMIUM COMPLEX [J].

PRICE, DA ;

SIMPKINS, NS ;

MACLEOD, AM ;

WATT, AP .

TETRAHEDRON LETTERS, 1994, 35 (33) :6159-6162

[14] CHIRAL BASE-MEDIATED ASYMMETRIC-SYNTHESIS OF TRICARBONYL(ETA(6)-ARENE)CHROMIUM COMPLEXES [J].

PRICE, DA ;

SIMPKINS, NS ;

MACLEOD, AM ;

WATT, AP .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (08) :1961-1962

[15] SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF COMPLEXES PREPARED BY REACTION OF ANIONS OF ALPHA-IMINOESTERS OR NITRILES WITH HALOBENZENETRICARBONYLCHROMIUM [J].

ROSEMUNCH, F ;

ANISS, K ;

ROSE, E ;

VAISSERMAN, J .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 415 (02) :223-255

[16]

Semmelhack M. F., 1991, COMPREHENSIVE ORGANI, V4, P517

[17]

Solladie-Cavallo A, 1989, ADV METAL ORGANIC CH, V1, P99

[18]

UEMURA M, 1995, TETRAHEDRON-ASYMMETR, V5, P1427

← 1 2 →