Synthesis of Sex Pheromones of the Citrus Leafminer (CLM) (Phyllocnistis citrella)

Abstract

A convergent and efficient total synthesis of sex Pheromones has been achieved. The synthesis exploits the Wittig reaction, hydrogenation and oxidation as key steps.

Recent advances in the synthesis of insect pheromones: an overview from 2013 to 2022

“…(Col., Cerambycidae): 111 , 86 Cnaphalocrocis medinalis (Lep., Pyralidae): 112 , 113 , 46 Chilo suppressalis (Lep., Pyralidae): 114 , 115 , 87 Actias luna (Lep., Saturniidae): 112 , 116 and 129 , 88 Aromia bungii (Col., Cerambycidae): 117 , 89 Trogoderma spp. (Col., Dermestidae): ( E )- and ( Z )- 118 , 90 Carposina niponensis (Lep., Carposinidae): 119 , 120 , 91,92 Diatraea saccharalis (Lep., Crambidae): 121 , 93 Chlorida festiva and C. costata (Col., Cerambycidae): 122 , 94 Cameraria ohridella (Lep., Gracillariidae): 123 , 95,96 notodontid moths (Lep., Notodontidae): 124 , 68 Micromelalopha siversi (Lep., Notodontidae): 125 , 97 Teia anartoides (Lep., Erebidae): 126 , 98 Corimelaena extensa (Hem., Thyreocoridae): 127 , 99 Chilecomadia valdiviana (Lep., Cossidae): 128 , 100,101 Rhodinia fugax (Lep., Saturniidae): 129 , 75 Phyllocnistis citrella (Lep., Gracillariidae), 130 and 131 , 29,102 Elaphidion mucronatum (Col., Cerambycidae): 132 , 103 Callosamia promethea (Lep., Saturniidae): 133 , 104 Apomyelois ceratoniae (Lep., Pyralidae): 134 , 105 Phyllocnistis citrella (Lep., Gracillariidae): 135 . 74 The most commonly used approach to obtain aldehydes was the partial oxidation of primary alcohols using periodinanes (DMP or IBX) and even more commonly, chromium-based oxidants (PCC or PDC).…”