Hydroalumination of Alkenes and Alkynes with LiAlH4 Catalyzed by [C-5(CH3)(5)](2)TiCl2

被引:6
作者
Lee, Hyung Soo [1 ]
Lee, Gab Yong [1 ]
机构
[1] Catholic Univ Daegu, Dept Chem, Gyongsan 712702, Gyeongbuk, South Korea
来源
JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE | 2005年 / 49卷 / 03期
关键词
Hydroalumination; Catalyst; C-5(CH3)(5)](2)TiCl2; Regioselectivity;
D O I
10.5012/jkcs.2005.49.3.321
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A srudy was conducted to report a rapid and convenient procedure for the regioselective hydroalumination of alkenes with LiAlH4 in the presence of [C5(CH3)5]2TiCl2 and an efficiency of the reaction was evaluated by converting the alkenes to the alkylaluminates under mild conditions. The catalytic hydroalumination of terminal alkynes to alkenes was also described together with reaction of the internal alkynes. All glassware used was predried in an oven, assembled hot and cooled with a stream of argon in glove box. All reactions were carried out under argon atmosphere. All solvents were distilled and stored over an appropriate drying agent.
引用
收藏
页码:321 / 324
页数:4
相关论文
共 26 条
[1]   LEWIS-ACID CATALYZED TRANS-HYDROSTANNYLATION OF ACETYLENES [J].
ASAO, N ;
LIU, JX ;
SUDOH, T ;
YAMAMOTO, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (23) :2405-2406
[2]   Lewis acid-catalyzed hydrometalation and carbometalation of unactivated alkynes [J].
Asao, N ;
Yamamoto, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2000, 73 (05) :1071-1087
[3]   Lewis acid-catalyzed hydrostannation of acetylenes. Regio- and stereoselective trans-addition of tributyltin hydride and dibutyltin dihydride [J].
Asao, N ;
Liu, JX ;
Sudoh, T ;
Yamamoto, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) :4568-4571
[4]  
Asao N., 1996, J CHEM SOC CHEM COMM, P1513
[5]  
Collman J.P., 1987, PRINCIPLES APPL ORGA
[6]  
Crabtree R. H., 1988, ORGANOMETALLIC CHEM, P335
[7]  
Eisch J.J., 1982, COMPREHENSIVE ORGANO, V1, P555
[8]  
Eisch J. J, 1991, COMPREHENSIVE ORGANI, V8, P733
[9]   HYDROMETALATION AND ISOMERIZATION OF OLEFINS BY TITANIUM COMPLEX [J].
ISAGAWA, K ;
TATSUMI, K ;
OTSUJI, Y .
CHEMISTRY LETTERS, 1976, (11) :1145-1148
[10]   PREPARATION OF ALCOHOLS VIA HYDROALUMINATION OF OLEFINS BY USE OF CP2TICL2-LIAH4 REAGENT SYSTEM [J].
ISAGAWA, K ;
TATSUMI, K ;
OTSUJI, Y .
CHEMISTRY LETTERS, 1977, (09) :1117-1120