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Highly Efficient Catalysts for Asymmetric Synthesis of Chrysanthemic Acid

✍ Scribed by Makoto Itagaki; Katsuhiro Suenobu


Publisher
John Wiley and Sons
Year
2007
Weight
11 KB
Volume
38
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES


Synthesis of chiral Rh-bichep complexes,
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Chiral catio@c )and neutral Rh complexes RhX(bichep)(nbd) (X=CI,'C104; nbd=norbornadiene;bichep=2~2'-bis(dicyclohexylphosphino)-6,6'-dimethyl-l, I'-biphenyl) are highly active and excellent Catalysts for enantioselective hydrogenation of prochiral olefins and ketones under mild reaction conditions.

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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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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 [C-1-3H]-labelle
✍ Gerald Pattenden; Richard Storer πŸ“‚ Article πŸ“… 1976 πŸ› John Wiley and Sons 🌐 French βš– 212 KB

## Abstract A facile asymmetric synthesis of [C‐1‐^3^H]‐labelled (+)‐trans[1R,3R]‐chrysanthemic acid, required for biosynthetic studies is described. The tritium labelled acid is prepared from the corresponding (βˆ’)‐cis[1S,3R]‐ester by selective epimerisation of the C‐1 centre in the latter, in the