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A simple synthesis of pellitorine (N-isobutyl-E,E-2,4-decadieneamide) from the butadiene telomer

✍ Scribed by Jiro Tsuji; Hideo Nagashima; Takashi Takahashi; Kazutaka Masaoka

Publisher: Elsevier Science
Year: 1977
Tongue: French
Weight: 115 KB
Volume: 18
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)83640-6

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✦ Synopsis

Pellitorine is an insecticidal compound isolated from Anacyckus pyrethrum roots. Its structure was determinded as N-isobutyl-E,E-2,4_decadieneamide (IVc), which was prepared easily from E,E-2,4-decadienoic acid, 1 and hence the preparation of the acid means the synthesis of pellitorine. Crombie' and Jacobson 2 synthesized the acid by the Knoevenagel reaction of 2-octenal. Also 0hloff3

and N;if 4 obtained a mixture of stereoisomers of the ester. We now wish to

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