AGASF6 AS SAFE ALTERNATIVE TO AGCLO4 FOR GENERATING CATIONIC ZIRCONOCENE SPECIES - UTILITIES IN LEWIS ACID-PROMOTED SELECTIVE C-C BOND-FORMING REACTIONS

被引:43
作者
SUZUKI, K
HASEGAWA, T
IMAI, T
MAETA, H
OHBA, S
机构
[1] Department of Chemistry, Keio University, Hiyoshi, Yokohama
关键词
D O I
10.1016/0040-4020(94)01135-M
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
For generating cationic zirconocene species that are useful for organic synthesis, AgAsF6 proved to be an efficient catalyst that serves as a safe alternative to AgClO4. Scope and limitation is discussed on this new catalyst in the processes including (1) alkyl/alkenyl transfer reaction from organozirconocene chloride to aldehyde, (2) two- and four-carbon homologation of aldehyde, (3) dual synthetic methods of 1,3-dienes from aldehydes/ketones via 1,3-bimetallic species, and (4) three-component alkylative cycloaddition via o-quinodimethane species.
引用
收藏
页码:4483 / 4494
页数:12
相关论文
共 52 条
[1]  
Suzuki, Pure Appl. Chem., 66, pp. 1557-1564, (1994)
[2]  
Maeta, Hashimoto, Hasegawa, Suzuki, Tetrahedron Lett., 33, pp. 5965-5968, (1992)
[3]  
Maeta, Suzuki, Tetrahedron Lett., 33, pp. 5969-5972, (1992)
[4]  
Maeta, Suzuki, Tetrahedron Lett., 34, pp. 341-344, (1993)
[5]  
Maeta, Hasegawa, Suzuki, Hydrozirconation of Allenylstannane for Generating Bimetallic Three-Carbon Species: Synthesis of (E)-1,3-Dienes from Carbonyl Compounds, Synlett, pp. 341-344, (1993)
[6]  
Schwartz, Labinger, Hydrozirconation: A New Transition Metal Reagent for Organic Synthesis, Angewandte Chemie International Edition in English, 15, pp. 333-340, (1976)
[7]  
Jordan, Adv. Organomet. Chem., 32, pp. 325-387, (1991)
[8]  
Matsumoto, Maeta, Suzuki, Tsuchihashi, Tetrahedron Lett., 29, pp. 3567-3570, (1988)
[9]  
Suzuki, Maeta, Matsumoto, Tsuchihashi, Tetrahedron Lett., 29, pp. 3571-3574, (1988)
[10]  
Matsumoto, Maeta, Suzuki, Tsuchihashi, Tetrahedron Lett., 29, pp. 3571-3575, (1988)