3-Ethoxycyclobutanones reacted with silyl enol ethers to give formal [4+2] cycloadducts, 3-ethoxy-5trimethylsiloxycyclohexanone derivatives, by using ethylaluminum dichloride as a Lewis acid. Highly oxygenated cyclohexanone derivatives were stereoselectively prepared by this method.
β¦ LIBER β¦
[2 + 2] Cycloaddition of ethyl propiolate and silyl enol ethers
β Scribed by Clark, Robin D.; Untch, Karl G.
- Book ID
- 121334449
- Publisher
- American Chemical Society
- Year
- 1979
- Tongue
- English
- Weight
- 824 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0022-3263
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## Abstract Methylation of ethyl 2, 4βdioxopentanoate with diazomethane gives a mixture of two enol ethers, the 2βmethoxy and the 4βmethoxy isomer, with a product ratio which depends upon reaction temperature. Both enol ethers, initially (__Z__)βconfigurated, isomerize to the corresponding (__E__)β