A highly effective aldol reaction mediated by Ti(O-n-Bu)4/t-BuOK combined reagent

被引:33
作者
Han, ZF [1 ]
Yorimitsu, H [1 ]
Shinokubo, H [1 ]
Oshima, K [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 6068501, Japan
基金
日本学术振兴会;
关键词
aldol reactions; enals; titanium and compounds;
D O I
10.1016/S0040-4039(00)00642-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A combined reagent derived from Ti(O-n-Bu)(4) and KO-t-Bu (1:1) has proved to be very effective for the self-aldol addition and also for the cross-aldol condensation between aldehyde and alpha,beta-unsaturated aldehyde such as 2-alkenal or 2-alkynal. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4415 / 4418
页数:4
相关论文
共 21 条
[1]   Boron-mediated double aldol reaction of carboxylic esters [J].
Abiko, A ;
Liu, JF ;
Buske, DC ;
Moriyama, S ;
Masamune, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (30) :7168-7169
[2]  
Groger H, 1998, CHEM-EUR J, V4, P1137
[3]   Diethylaminotrimethylsilane mediated aldol condensation of naked aldehydes [J].
Hagiwara, H ;
Ono, H ;
Komatsubara, N ;
Hoshi, T ;
Suzuki, T ;
Ando, M .
TETRAHEDRON LETTERS, 1999, 40 (36) :6627-6630
[4]  
Heathcock C. H., 1991, COMPREHENSIVE ORGANI, V2, P133, DOI [10.1016/B978-0-08-052349-1.00027-5, DOI 10.1016/B978-0-08-052349-1.00027-5]
[5]  
HEATHCOCK CH, 1992, MODERN SYNTHETIC MET, V6
[6]   Complementary diastereoselective beta-acylation of alpha-methylbutanamide [J].
Houkawa, T ;
Ueda, T ;
Sakami, S ;
Asaoka, M ;
Takei, H .
TETRAHEDRON LETTERS, 1996, 37 (07) :1045-1048
[7]  
Ishikawa T, 1999, SYNLETT, P450
[8]   Highly regioselective Lewis acid-mediated aldol additions at the more encumbered α-side of unsymmetrical ketones [J].
Mahrwald, R ;
Gundogan, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (02) :413-414
[9]  
Mahrwald R, 1996, SYNTHESIS-STUTTGART, P1087
[10]  
MAHRWALD R, 1990, SYNTHESIS-STUTTGART, P592