Application of the carbene cyclization-cycloaddition cascade in total synthesis

被引:21
作者
Chiu, P
机构
[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
[2] Univ Hong Kong, Inst Mol Technol Drug Discovery & Synth, Open Lab Chem Biol, Hong Kong, Hong Kong, Peoples R China
关键词
carbenes; dipolar cycloaddition; carbonyl ylides; pseudolaric acid; total synthesis;
D O I
10.1351/pac200577071183
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The title reaction is a key transformation that has been applied to the synthetic studies of the antitumor and antifungal compounds, the pseudolaric acids.
引用
收藏
页码:1183 / 1189
页数:7
相关论文
共 43 条
[1]   GENERAL KETONE SYNTHESIS - REACTION OF ORGANOCOPPER REAGENTS WITH S-ALKYL AND S-ARYL THIOESTERS [J].
ANDERSON, RJ ;
HENRICK, CA ;
ROSENBLU.LD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (11) :3654-3655
[2]  
[Anonymous], [No title captured]
[3]  
[Anonymous], 1997, ORG REACT
[4]   DITERPENOIDS WITH A NOVEL SKELETON FROM THE LIVERWORT ANASTROPHYLLUM-MINUTUM [J].
BEYER, J ;
BECKER, H ;
TOYOTA, M ;
ASAKAWA, Y .
PHYTOCHEMISTRY, 1987, 26 (04) :1085-1089
[5]  
Bonk J.D., 1997, THESIS U MISSISSIPPI
[6]  
CAHIEZ G, 1978, TETRAHEDRON LETT, P3013
[7]   A tandem metal carbene cyclization-cycloaddition approach to the pseudolaric acids [J].
Chen, B ;
Ko, RYY ;
Yuen, MSM ;
Cheng, KF ;
Chiu, P .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (11) :4195-4205
[8]   A rhodium carbene cyclization-cycloaddition cascade strategy toward the pseudolaric acids [J].
Chiu, P ;
Chen, B ;
Cheng, KF .
ORGANIC LETTERS, 2001, 3 (11) :1721-1724
[9]   A conjugate reduction-intramolecular aldol strategy toward the synthesis of pseudolaric acid A [J].
Chiu, P ;
Chen, B ;
Cheng, KF .
TETRAHEDRON LETTERS, 1998, 39 (50) :9229-9232
[10]  
Chiu P, 1997, TOP CURR CHEM, V190, P1