The reaction of silylketene acetals with acryloyl, methacryloyl and crotonyl chlori- des gave, after addition of methanol, mainly substituted glutaric esters, probably via a (2 + 2) cycloaddition.
Reaction of silylketene acetals with 3,3-dimethylacryloyl chloride.
✍ Scribed by Gérard Rousseau; Luis Blanco
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 106 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The reaction of silylketene acetals with 3,3_dimethylacryloyi chloride in acetonitrile gave y,6-ethylenic P-keto esters 2. Application to a new synthesis of (?)-turmzrone
📜 SIMILAR VOLUMES
Lewis acid-mediated reaction of monoperoxyacetals with silyl ketene acetals (SKAs) provides an ecient approach to 3-peroxyalkanoates. Propionate SKAs react with aliphatic peroxyacetals to furnish 3-peroxy-2-methyl alkanoates with modest anti-selectivity. Although acetate and thioacetate SKAs are les
In the presence of Lewis acids, q3-crotyltitanocene reagents react with acetals to give homoallylic ethers in moderate to good yields. In all cases the reactions proceed with total T-regioselectivity. The diastereoselectivity for aliphatic acetals is no longer observed in comparison with the total a
of 12 e 1 kcal mole-1 for reaction (1); this value is somewhat smaller than that reported [I], wilhout error limits, for 100 atrn. From the pressure dependence at 23OC, in conjunction with Eq. (2), a volume change, AV, associated with the reaction of 64 f 3 ml/mole is obtained. Both A H and A V decr