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Asymmetric synthesis of chrysanthemic acid. An application of copper carbenoid reaction

✍ Scribed by T. Aratani; Y. Yoneyoshi; T. Nagase

Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
176 KB
Volume
16
Category
Article
ISSN
0040-4039

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✦ Synopsis

Asymmetric induction was observed in the decomposition of diasoalkanes in the presence of certain chiral copper complexes. 1 We have applied this chiral carbenoid reaction to the synthesis of chrysanthemic acid* (ea. 1). Systematic studies have been carried out to achieve an optical yield of 60-70$.3 I-trans I-cis -

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✍ T. Aratani; Y. Yoneyoshi; T. Nagase πŸ“‚ Article πŸ“… 1977 πŸ› Elsevier Science 🌐 French βš– 198 KB

Chrysanthemic acid (I, R = H) constitutes an acidic component of the pyrethroid, 1 which is effective as an insecticide. Among its four optical isomers, the naturally occurring d-trans isomer has the highest activity.

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