2022
DOI: 10.1007/s10886-022-01371-5
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Determination of the Absolute Configuration of the Male-Produced Sex Pheromone of the Stink Bug Pellaea stictica, (2R,4R,8R)-2,4,8,13-Tetramethyltetradecan-1-ol by Stereoselective Synthesis Coupled with Enantiomeric Resolution

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Cited by 4 publications
(2 citation statements)
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“…7 shows the methyl-branched pheromones of Tenebrio molitor (Col., Tenebrionidae): ( R )- 156 , 124–128 Oryctes rhinoceros (Col., Dynastidae): 157 , 128–131 Kheper nigroaeneus (Col., Scarabaeidae): ( R )- 158 , 126,128,132 Oryctes rhinoceros (Col., Dynastidae): 159 , 133 Euproctis pseudoconspersa (Lep., Erebidae): 160 , 134,135 Miltochrista calamina (Lep., Erebidae): (5 R ,7 R )- 161 136,137 palm weevils (Col., Curculionidae): (4 S ,5 S )- 162 and (4 S ,5 S )- 163 , 138 Rhynchophorus ferrugineus (Col., Dryophthoridae): 164 , 165 , 133,139 Scolytus multistriatus (Col., Curculionidae): 166 , 140 Sitophilus granarius (Col., Dryophthoridae): 167 , 141 Diabrotica longicornis (Col., Chrysomelidae): (2 S ,8 R )- 168 , 142,143 Bicyclus spp. (Lep., Nymphalidae): 169 , 144 Cryptothelea variegata (Lep., Psychida): (3 R ,13 R ,3′ S )- 170 , 145,146 Eurytoma maslovskii (Hym., Eurytomidae): (2 S ,10 R )- 171 , (2 S ,8 S )- and (2 S ,8 R )- 172 , 147 Pellaea stictica (Hem., Pentatomidae): 173 , 148,149 Edessa meditabunda (Hem., Pentatomidae): 174 , 150 Trichogramma turkestanica (Hym., Trichogrammatidae): 175 , 151 Margarodes prieskaensis (Hem., Margarodidae): 176 , 177 . 152…”
Section: Fatty Acid/polyketide-derived Pheromonesmentioning
confidence: 99%
“…7 shows the methyl-branched pheromones of Tenebrio molitor (Col., Tenebrionidae): ( R )- 156 , 124–128 Oryctes rhinoceros (Col., Dynastidae): 157 , 128–131 Kheper nigroaeneus (Col., Scarabaeidae): ( R )- 158 , 126,128,132 Oryctes rhinoceros (Col., Dynastidae): 159 , 133 Euproctis pseudoconspersa (Lep., Erebidae): 160 , 134,135 Miltochrista calamina (Lep., Erebidae): (5 R ,7 R )- 161 136,137 palm weevils (Col., Curculionidae): (4 S ,5 S )- 162 and (4 S ,5 S )- 163 , 138 Rhynchophorus ferrugineus (Col., Dryophthoridae): 164 , 165 , 133,139 Scolytus multistriatus (Col., Curculionidae): 166 , 140 Sitophilus granarius (Col., Dryophthoridae): 167 , 141 Diabrotica longicornis (Col., Chrysomelidae): (2 S ,8 R )- 168 , 142,143 Bicyclus spp. (Lep., Nymphalidae): 169 , 144 Cryptothelea variegata (Lep., Psychida): (3 R ,13 R ,3′ S )- 170 , 145,146 Eurytoma maslovskii (Hym., Eurytomidae): (2 S ,10 R )- 171 , (2 S ,8 S )- and (2 S ,8 R )- 172 , 147 Pellaea stictica (Hem., Pentatomidae): 173 , 148,149 Edessa meditabunda (Hem., Pentatomidae): 174 , 150 Trichogramma turkestanica (Hym., Trichogrammatidae): 175 , 151 Margarodes prieskaensis (Hem., Margarodidae): 176 , 177 . 152…”
Section: Fatty Acid/polyketide-derived Pheromonesmentioning
confidence: 99%
“…In their paper, the group of Paulo Zarbin (Gomes et al 2022) elegantly determined the absolute configuration of the male-produced pheromone of the stink bug, Pellaea stictica, a remarkable achievement considering the three independent stereogenic centers involved. The efficient synthetic strategy is clearly inspired by the work of Professor Mori, combining short reaction sequences with clever use of This issue of the Journal of Chemical Ecology honors Professor Kenji Mori, who died on April 16, 2019 at the age of 84.…”
mentioning
confidence: 99%