SYNTHESIS OF (Z)-10,10-DIFLUORO-13-HEXADECEN-11-YNYL ACETATE, NEW DIFLUORO ANALOG OF THE SEX-PHEROMONE OF THE PROCESSIONARY MOTH

被引：10

作者：

FEIXAS, J ^{[1
]}

CAMPS, F ^{[1
]}

GUERRERO, A ^{[1
]}

机构：

[1] CSIC,CTR INVEST & DESARROLLO,DEPT BIOL ORGAN CHEM,JORDI GIRONA SALGADO 18-26,E-08034 BARCELONA,SPAIN

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1992年 / 2卷 / 05期

关键词：

D O I：

10.1016/S0960-894X(00)80171-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of (Z)-10,10-difluoro-13-hexadecen-11-ynyl acetate 2, a new difluorinated analogue of the sex pheromone of the pine processionary moth is reported. The synthesis is based on the radical addition reaction of difluoroiodoacetylene 6 to 8-nonenyl alcohol protected as TBDMS ether 4 or acetate 5. Physicochemical features and biological activity of the compound are also compared with those of the natural pheromone.

引用

页码：467 / 470

页数：4

共 17 条

[1] FLUORINE-SUBSTITUTED PHEROMONE COMPONENTS AFFECT THE BEHAVIOR OF THE GRAPE BERRY MOTH
BENGTSSON, M
RAUSCHER, S
ARN, H
SUN, WC
PRESTWICH, GD
[J]. EXPERIENTIA, 1990, 46 (11-12): : 1211 - 1213
[2] FREE RADICAL ADDITION OF IODOPERFLUOROALKANES TO BICYCLIC OLEFINS
BRACE, NO
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (09) : 3027 - &
[3] SIMPLE AND STEREOSELECTIVE SYNTHESIS OF SEX-PHEROMONE OF PROCESSIONARY MOTH THAUMETOPOEA-PITYOCAMPA (DENIS AND SCHIFF)
CAMPS, F
COLL, J
GUERRERO, A
RIBA, M
[J]. JOURNAL OF CHEMICAL ECOLOGY, 1983, 9 (07) : 869 - 875
[4] INHIBITION OF THE PROCESSIONARY MOTH SEX-PHEROMONE BY SOME HALOACETATE ANALOGS
CAMPS, F
GASOL, V
GUERRERO, A
HERNANDEZ, R
MONTOYA, R
[J]. PESTICIDE SCIENCE, 1990, 29 (02): : 123 - 134
[5] INHIBITORY PHEROMONAL ACTIVITY PROMOTED BY SULFUR ANALOGS OF THE SEX-PHEROMONE OF THE FEMALE PROCESSIONARY MOTH THAUMETOPOEA-PITYOCAMPA (DENIS AND SCHIFF)
CAMPS, F
GASOL, V
GUERRERO, A
[J]. JOURNAL OF CHEMICAL ECOLOGY, 1990, 16 (04) : 1155 - 1172
[6] ANALOGS OF SEX-PHEROMONE OF PROCESSIONARY MOTH, THAUMETOPOEA-PITYOCAMPA (LEPIDOPTERA, THAUMETOPOEIDAE) - SYNTHESIS AND BIOLOGICAL-ACTIVITY
CAMPS, F
FABRIAS, G
GASOL, V
GUERRERO, A
HERNANDEZ, R
MONTOYA, R
[J]. JOURNAL OF CHEMICAL ECOLOGY, 1988, 14 (05) : 1331 - 1346
[7] CAMPS F, 1990, EXPERIENTIA, V40, P933
[8] INITIAL FIELD TRIALS WITH THE SYNTHETIC SEX-PHEROMONE OF THE PROCESSIONARY MOTH THAUMETOPOEA-PITYOCAMPA (LEPIDOPTERA, NOTODONTIDAE) (DENIS AND SCHIFF)
CUEVAS, P
MONTOYA, R
BELLES, X
CAMPS, F
COLL, J
GUERRERO, A
RIBA, M
[J]. JOURNAL OF CHEMICAL ECOLOGY, 1983, 9 (01) : 85 - 93
[9] FERRIC-CHLORIDE IN ACETIC-ANHYDRIDE - MILD AND VERSATILE REAGENT FOR CLEAVAGE OF ETHERS
GANEM, B
SMALL, VR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (25) : 3728 - 3730
[10] IDENTIFICATION OF A POTENTIAL SEX-PHEROMONE OF THE PROCESSIONARY MOTH, THAUMETOPOEA-PITYOCAMPA (LEPIDOPTERA, NOTODONTIDAE)
GUERRERO, A
CAMPS, F
COLL, J
RIBA, M
EINHORN, J
DESCOINS, C
LALLEMAND, JY
[J]. TETRAHEDRON LETTERS, 1981, 22 (21) : 2013 - 2016

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