Acyl tetramic acids have been prepared by directed metallation at C-3 of the 4-g-methyl ethers of pyrrolidine-2,4diones, reaction of the vinyl-lithium derivative with aldehydes, and oxidation and hydrolysis of the adducts.
โฆ LIBER โฆ
A synthesis of 3-acyl-5-alkyl tetramic acids
โ Scribed by R.C.F. Jones; S. Sumaria
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 177 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
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The Michael addition of R2CuLi or R2CuMgBr to 4-phenyl-3,4,7,8-tetrahydro-6H-pyrido (2, l-c)(1,4)oxazin-1-one 2, readily obtained from 2-cyano-6-phenyloxazolopiperidine 1, led to the formation of alkylated lactones 4a-d in high yield and with complete diastereoselectivity. Transformation of lactones