Convenient method for the synthesis of lineatin, a pheromone component of Trypodendron lineatum
P Baeckstroem, L Li, I Polec, CR Unelius…
Index: Baeckstroem, Peter; Li, Lanna; Polec, Iwona; Unelius, C. Rikard; Wimalasiri, Weerappuli R. Journal of Organic Chemistry, 1991 , vol. 56, # 10 p. 3358 - 3362
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Citation Number: 17
Abstract
Syntheab of racemic lineatin (l), a pheromone component of Trypodendron lineatum, is described. Condensation of 5methyl-5hexen-2-one (2) and triethyl phosphonoacetate with Lfl (SiMe& gave eaters 3, which upon hydrolysis gave acids 4a-f. The bicyclo [3.2. 0] ring compounds 5 and 6 were obtained via an intramolecular [2+ 2) addition by refluxing underivatized carboxylic acids 4a-f with NaOAc and AczO. Compound 5 was isomerized ...
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