Carbon-carbon bond formation by ‘double activation’. The synthesis of piperolide and fadyenolide intermediates.
✍ Scribed by Andrew Pelter; Redha Al-Bayati
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 182 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Butenollde anlons do not react with orthoesters and butenolldes do not react with carbocatlons derived from acetals and orthoesters However double activation of the butenollde (as the carbanlon) and the alkoxyalkanes (as the stablllsed carbocatlons) leads to high yield carbon-carbon bond formation of some generality The central role of carbanlonsl and carbocatlons 2 In organic synthesis 1s well known However the two species, unless heavily stabilised, are generally thought to be incompatible in normal, homogeneous reaction conditions Thus each type 1s generally reacted with a neutral substrate though inadvertent activation of a neutral substrate by a gegenion, such as lithium, has been verlfled 3 A very recent report4 of the reactlons
📜 SIMILAR VOLUMES
Recent investigations have demonstrated that phase-transfer catalysis has a considerable potential in synthetic organic chemistry. 1 The alkylation2 of Bdicarbonyl compounds and the Wittig-Homer' reaction of carbonyl compounds have led to interesting results, but no successful examples of reactions