An operationally simple base-catalyzed multi-component domino transformation: Stereoselective preparation of trisubstituted alkenes and 1,3-dienes

被引:8
作者
Habib-Zahmani, H
Hacini, S
Bories, C
Faure, R
Rodriguez, J
机构
[1] Univ Aix Marseille 3, UMR CNRS 6178, Equipe ReSo, Ctr St Jerome, F-13397 Marseille, France
[2] Univ Oran Es Senia, Fac Sci, Dept Chim, Organ Synth Lab, Oran 31000, Algeria
来源
SYNTHESIS-STUTTGART | 2005年 / 13期
关键词
multi-component domino reaction; one-pot synthesis; trisubstituted alkenes; 1,3-dienes;
D O I
10.1055/s-2005-869979
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A versatile and operationally simple base-catalyzed multi-component domino reaction between alpha,beta-unsaturated carbonyl compounds, aldehydes, and alcohols is described, providing a new efficient, and stereoselective one-pot preparation of trisubstituted alkenes and 1,3-dienes.
引用
收藏
页码:2151 / 2156
页数:6
相关论文
共 42 条
[1]  
ASTLES PC, 1991, COMPREHENSIVE ORGANI, V6, P1011
[2]   Fast diastereoselective Baylis-Hillman reaction by nitroalkenes: synthesis of di- and triene derivatives [J].
Ballini, R ;
Barboni, L ;
Bosica, G ;
Fiorini, D ;
Mignini, E ;
Palmieri, A .
TETRAHEDRON, 2004, 60 (23) :4995-4999
[3]   (Z)-α-haloacrylates:: An exceptionally stereoselective preparation via Cr(II)-mediated olefination of aldehydes with trihaloacetates [J].
Barma, DK ;
Kundu, A ;
Zhang, HM ;
Mioskowski, C ;
Falck, JR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (11) :3218-3219
[4]   Applications of Baylis-Hillman acetates:: one-pot, facile and convenient synthesis of substituted γ-lactams [J].
Basavaiah, D ;
Rao, JS .
TETRAHEDRON LETTERS, 2004, 45 (08) :1621-1625
[5]   Recent advances in the Baylis-Hillman reaction and applications [J].
Basavaiah, D ;
Rao, AJ ;
Satyanarayana, T .
CHEMICAL REVIEWS, 2003, 103 (03) :811-891
[6]   The modified Julia olefination:: alkene synthesis via the condensation of metallated heteroarylalkylsulfones with carbonyl compounds [J].
Blakemore, PR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (23) :2563-2585
[7]   Highly stereoselective intermolecular oxy-Michael addition reaction to α,β-unsaturated malonate esters [J].
Buchanan, DJ ;
Dixon, DJ ;
Hernandez-Juan, FA .
ORGANIC LETTERS, 2004, 6 (09) :1357-1360
[8]   An enantioselective synthesis of (S)-(+)-3-aminomethyl-5-methylhexanoic acid via asymmetric hydrogenation [J].
Burk, MJ ;
de Koning, PD ;
Grote, TM ;
Hoekstra, MS ;
Hoge, G ;
Jennings, RA ;
Kissel, WS ;
Le, TV ;
Lennon, IC ;
Mulhern, TA ;
Ramsden, JA ;
Wade, RA .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (14) :5731-5734
[9]   1-ALKOXYCARBONYLALKYLIDENETRIPHENYLARSORANES - PREPARATION AND REACTIONS [J].
CASTELLS, J ;
LOPEZCALAHORRA, F ;
YU, ZR .
TETRAHEDRON, 1994, 50 (48) :13765-13774
[10]  
Charonnet E, 2001, SYNTHESIS-STUTTGART, P788