Tellurium in organic synthesis:: an approach to the synthesis of (Z,E)-dienic precursors of insect pheromones

被引:10
作者
Diego, Dennis G. [1 ]
Cunha, Rodrigo L. O. R. [1 ]
Comasseto, Joao V. [1 ]
机构
[1] Univ Sao Paulo, Inst Quim, BR-05599970 Sao Paulo, Brazil
基金
巴西圣保罗研究基金会;
关键词
D O I
10.1016/j.tetlet.2006.08.005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and straightforward route to (Z,E)-dienic precursors of insect pheromones was developed. The route features a cross-coupling of a (Z,E)-dienic telluride with an alkyl Lipshutz cuprate. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7147 / 7148
页数:2
相关论文
共 17 条
[1]  
Brandsma L, 1988, PREPARATIVE ACETYLEN
[2]   SYNTHESIS OF LOBESIA-BOTRANA AND SPODOPTERA-LITTORALIS NATURAL SEX-ATTRACTANTS [J].
CASSANI, G ;
MASSARDO, P ;
PICCARDI, P .
TETRAHEDRON LETTERS, 1980, 21 (36) :3497-3498
[3]   Diastereoselective synthesis of α,β-unsaturated systems [J].
Castelani, P ;
Comasseto, JV .
TETRAHEDRON, 2005, 61 (09) :2319-2326
[4]   Substitution reaction between functionalized Z-vinylic tellurides and lower order cyanocuprates.: Synthesis of Z or E α,β unsaturated esters using the same Z-vinylic telluride [J].
Castelani, P ;
Comasseto, JV .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2004, 15 (04) :461-463
[5]  
CHIEFFI A, 1995, SYNLETT, P671
[6]   INFLUENCE OF THE GEGENION IN THE TRANSMETALATION REACTION OF VINYLIC TELLURIDES WITH HIGHER-ORDER CYANOCUPRATES [J].
CHIEFFI, A ;
COMASSETO, JV .
TETRAHEDRON LETTERS, 1994, 35 (24) :4063-4066
[7]  
Krause N., 2001, MODERN ORGANOCOPPER
[8]   Stereocontrolled synthesis of (-)-macrolactin A [J].
Marino, JP ;
McClure, MS ;
Holub, DP ;
Comasseto, JV ;
Tucci, FC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (08) :1664-1668
[9]   Useful reactions in modern pheromone synthesis [J].
Mori, K ;
Tashiro, T .
CURRENT ORGANIC SYNTHESIS, 2004, 1 (01) :11-29
[10]  
MORI K, 1992, TOTAL SYNTHESIS NATU