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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
1977
Tongue
French
Weight
198 KB
Volume
18
Category
Article
ISSN
0040-4039

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✦ Synopsis

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.

πŸ“œ SIMILAR VOLUMES

Asymmetric synthesis of chrysanthemic ac
Asymmetric synthesis of chrysanthemic acid. An application of copper carbenoid reaction
✍ T. Aratani; Y. Yoneyoshi; T. Nagase πŸ“‚ Article πŸ“… 1975 πŸ› Elsevier Science 🌐 French βš– 176 KB

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$

Asymmetric synthesis of permethric acid.
Asymmetric synthesis of permethric acid. stereochemistry of chiral copper carbenoid reaction
✍ Tadatoshi Aratani; Yukio Yoneyoshi; Tsuneyuki Nagase πŸ“‚ Article πŸ“… 1982 πŸ› Elsevier Science 🌐 French βš– 213 KB

The most effective optical isomer (lR-cis) of permethric acid --(2\_, R = H), a potent intermediate in the production of synthetic pyrethroid, was enantioselectively prepared. Certain kinds of cyclopropanecarboxylic acids are useful as acid components of synthetic pyrethroids.' Optically active form