A short and efficient synthetic approach to hydroxy (E)-stilbenoids via solid-phase cross metathesis

被引:47
作者
Chang, S [1 ]
Na, Y
Shin, HJ
Choi, E
Jeong, LS
机构
[1] Korea Adv Inst Sci & Technol, Dept Chem, CMDS, Taejon 305701, South Korea
[2] Ewha Womans Univ, Dept Chem, Seoul 120750, South Korea
[3] Ewha Womans Univ, Coll Pharm, Seoul 120750, South Korea
关键词
D O I
10.1016/S0040-4039(02)01528-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Solid-phase cross metathesis of supported styrenyl ether with styrene derivatives afforded stilbenoids in high yields with complete (E)-selectivity, and this approach could be readily applied for a facile synthesis of a biologically important natural product, resveratrol. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7445 / 7448
页数:4
相关论文
共 35 条
[1]   Simple synthesis of 5-substituted resorcinols: A revisited family of interesting bioactive molecules [J].
Alonso, E ;
Ramon, DJ ;
Yus, M .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (02) :417-421
[2]   Exploiting site-site interactions on solid support to generate dimeric molecules [J].
Blackwell, HE ;
Clemons, PA ;
Schreiber, SL .
ORGANIC LETTERS, 2001, 3 (08) :1185-1188
[3]   Precipiton strategies applied to the isolation of α-substituted β-ketoesters [J].
Bosanac, T ;
Wilcox, CS .
TETRAHEDRON LETTERS, 2001, 42 (26) :4309-4312
[4]  
Bosanac T, 2001, ANGEW CHEM INT EDIT, V40, P1875, DOI 10.1002/1521-3773(20010518)40:10<1875::AID-ANIE1875>3.0.CO
[5]  
2-5
[6]  
Choi TL, 2001, ANGEW CHEM INT EDIT, V40, P1277, DOI 10.1002/1521-3773(20010401)40:7<1277::AID-ANIE1277>3.3.CO
[7]  
2-5
[8]   Polymer-supported catalysis in synthetic organic chemistry [J].
Clapham, B ;
Reger, TS ;
Janda, KD .
TETRAHEDRON, 2001, 57 (22) :4637-4662
[9]   HIGHLY SELECTIVE CROSS-METATHESIS OF TERMINAL OLEFINS [J].
CROWE, WE ;
ZHANG, ZJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (23) :10998-10999
[10]   Ring opening cross-metathesis on solid support [J].
Cuny, GD ;
Cao, JR ;
Hauske, JR .
TETRAHEDRON LETTERS, 1997, 38 (30) :5237-5240