Studies toward the total synthesis of phalarine: a survey of some biomimetic possibilities

被引:47
作者
Chan, Collin
Li, Chaomin
Zhang, Fei
Danishefsky, Samuel J.
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
[2] Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10021 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1016/j.tetlet.2006.05.041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Biomimetically inspired oxidative coupling strategies toward the total synthesis of phalarine (1) are described. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4839 / 4841
页数:3
相关论文
共 12 条
[1]   ARYLOXENIUM IONS - GENERATION FROM N-(ARYLOXY)PYRIDINIUM TETRAFLUOROBORATES AND REACTION WITH ANISOLE AND BENZONITRILE [J].
ABRAMOVITCH, RA ;
ALVERNHE, G ;
BARTNIK, R ;
DASSANAYAKE, NL ;
INBASEKARAN, MN ;
KATO, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (15) :4558-4565
[2]  
Anderton N, 1999, PHYTOCHEMISTRY, V51, P153, DOI 10.1016/S0031-9422(98)00725-0
[3]   CHEMICAL TRANSFORMATIONS OF IBOGAINE [J].
BUCHI, G ;
MANNING, RE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (11) :2532-&
[4]   VOACAMINE + VOACORINE [J].
BUCHI, G ;
MANNING, RE ;
MONTI, SA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (21) :4631-&
[5]   A concise and flexible total synthesis of (-)-diazonamide A [J].
Burgett, AWG ;
Li, QY ;
Wei, Q ;
Harran, PG .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (40) :4961-4966
[6]   ACID-CATALYZED SOLVOLYSIS OF N-SULFONYL-O-ARYLHYDROXYLAMINES AND N-ACYL-O-ARYLHYDROXYLAMINES - PHENOXENIUM IONS [J].
ENDO, Y ;
SHUDO, K ;
OKAMOTO, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (23) :6393-6397
[7]   STUDIES IN BIOMIMETIC ALKALOID SYNTHESES .2. SYNTHESIS OF VINCADIFFORMINE FROM TETRAHYDRO-BETA-CARBOLINE THROUGH A SECODINE INTERMEDIATE [J].
KUEHNE, ME ;
ROLAND, DM ;
HAFTER, R .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (19) :3705-3710
[8]  
OWELLEN RJ, 1976, J ORG CHEM, V41, P102, DOI 10.1021/jo00863a022
[9]   INTRAMOLECULAR REACTIONS OF N-ACYLIMINIUM INTERMEDIATES [J].
SPECKAMP, WN ;
HIEMSTRA, H .
TETRAHEDRON, 1985, 41 (20) :4367-4416
[10]  
Sundberg R.J., 1996, INDOLES