Methyl (2E,4Z,6Z)-deca-2,4,6-trienoate, a thermally unstable, sex-specific compound from the stink bug Thyanta pallidovirens.

被引:33
作者
Millar, JG
机构
[1] Department of Entomology, University of California, Riverside
关键词
D O I
10.1016/S0040-4039(97)10142-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sexually mature male stink bugs, Thyanta pallidovirens, release a male-specific blend of volatiles, including several sesquiterpene hydrocarbons, and the highly conjugated ester methyl (2E,4Z,6Z)-deca-2,4,6-trienoate 1. The latter compound was synthesized, and found to rearrange under GC conditions via a 1,7 sigmatropic rearrangement. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:7971 / 7972
页数:2
相关论文
共 5 条
[1]   IDENTIFICATION AND ATTRACTIVENESS OF A MAJOR PHEROMONE COMPONENT FOR NEARCTIC EUSCHISTUS SPP STINK BUGS (HETEROPTERA, PENTATOMIDAE) [J].
ALDRICH, JR ;
HOFFMANN, MP ;
KOCHANSKY, JP ;
LUSBY, WR ;
EGER, JE ;
PAYNE, JA .
ENVIRONMENTAL ENTOMOLOGY, 1991, 20 (02) :477-483
[2]   A NOVEL STRATEGY FOR REGIOCONTROL AND STEREOCONTROL IN [4+2] CYCLOADDITIONS - INTRAMOLECULAR DIELS-ALDER REACTION OF A SILYL ACETAL TRIENE [J].
CRAIG, D ;
READER, JC .
TETRAHEDRON LETTERS, 1990, 31 (45) :6585-6588
[3]   STEREOSPECIFIC DIENE SYNTHESIS USING ACETYLENE CARBOCUPRATION - PREPARATION OF NAVEL ORANGEWORM PHEROMONE AND LEUKOTRIENE ANALOGS [J].
FURBER, M ;
TAYLOR, RJK ;
BURFORD, SC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (10) :1809-1816
[4]   OXIDATION OF LONG-CHAIN AND RELATED ALCOHOLS TO CARBONYLS BY DIMETHYL-SULFOXIDE ACTIVATED BY OXALYL CHLORIDE [J].
MANCUSO, AJ ;
HUANG, SL ;
SWERN, D .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12) :2480-2482
[5]   Identification of the aggregation pheromone of the brown-winged green bug, Plautia stali Scott (Heteroptera: Pentatomidae) [J].
Sugie, H ;
Yoshida, M ;
Kawasaki, K ;
Noguchi, H ;
Moriya, S ;
Takagi, K ;
Fukuda, H ;
Fujiie, A ;
Yamanaka, M ;
Ohira, Y ;
Tsutsumi, T ;
Tsuda, K ;
Fukumoto, K ;
Yamashita, M ;
Suzuki, H .
APPLIED ENTOMOLOGY AND ZOOLOGY, 1996, 31 (03) :427-431