PREPARATION OF FUNCTIONALIZED DIALKYLZINC REAGENTS VIA AN IODINE ZINC EXCHANGE-REACTION - HIGHLY ENANTIOSELECTIVE SYNTHESIS OF FUNCTIONALIZED SECONDARY ALCOHOLS

被引：193

作者：

ROZEMA, MJ ^{[1
]}

SIDDURI, A ^{[1
]}

KNOCHEL, P ^{[1
]}

机构：

[1] UNIV MICHIGAN,DEPT CHEM,WILLARD H DOW LABS,ANN ARBOR,MI 48109

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 07期

关键词：

D O I：

10.1021/jo00033a008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Functionalized dialkylzincs are obtained by the reaction of polyfunctional alkyl iodides with Et2Zn in excellent yield. Their treatment with aldehydes, in the presence of the titanium catalyst 6, affords functionalized secondary alcohols with high enantioselectivity.

引用

页码：1956 / 1958

页数：3

共 50 条

[1] ORGANOMETALLIC COMPOUNDS .1. THE AUTOXIDATION OF DIALKYLZINCS
ABRAHAM, MH
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1960, (OCT): : 4130 - 4135
[2] BECK AK, 1991, CHIMIA, V45, P238
[3] OPTICALLY-ACTIVE BIPYRIDINES IN ASYMMETRIC CATALYSIS
BOLM, C
ZEHNDER, M
BUR, D
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (02): : 205 - 207
[4] CHIRAL CATALYSTS FOR THE ENANTIOSELECTIVE ADDITION OF ORGANOMETALLIC REAGENTS TO ALDEHYDES
COREY, EJ
HANNON, FJ
[J]. TETRAHEDRON LETTERS, 1987, 28 (44) : 5233 - 5236
[5] POLYFUNCTIONAL, STRUCTURALLY DEFINED CATALYSTS FOR THE ENANTIOSELECTIVE ADDITION OF DIALKYLZINC REAGENTS TO ALDEHYDES
COREY, EJ
YUEN, PW
HANNON, FJ
WIERDA, DA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (03) : 784 - 786
[6] ORGANOMETALLIC COMPOUNDS OF GROUP 3 .1. PREPARATION OF GALLIUM AND INDIUM ALKYLS FROM ORGANOALUMINUM COMPOUNDS
EISCH, JJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (19) : 3605 - &
[7] STEREOSELECTIVE ORGANIC-REACTIONS - CATALYSTS FOR CARBONYL ADDITION PROCESSES
EVANS, DA
[J]. SCIENCE, 1988, 240 (4851) : 420 - 426
[8] FRANKALND E, 1964, J CHEM SOC, V17, P30
[9] FRANKLAND E, 1855, LIEBIGS ANN CHEM, V95, P28
[10] FRANKLAND E, 1859, LIEBIGS ANN CHEM, V111, P44

← 1 2 3 4 5 →