Regiospecific ureidoalkylation of silyl enol ethers
โ Scribed by S. Danishefsky; A. Guingant; M. Prisbylla
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 163 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Site-specific ureidoalkylation of silyl enol ethers can be achieved by their Sumnary:
reactions with chloromethylcarbamates at -78' under the influence of titanium tetrachloride.
๐ SIMILAR VOLUMES
Silyl enol ethers (2) react with trihutyl [(phenylthio) chloromethyl] stannane (1) in the presence of Zinc bromide to give B-phenylthiomethylstannyl ketones (3) in good yields. Silyl dienol ethers (4) mainly give products (5) due to y-attack, under these conditions. S-Stannyl Carbonyl compounds have
Alkylation and arylation of 2-trimethylsiloxyallyl halides with lithium dialkyl-and diarylcuprate, respectively, gave silyl enol ethers in a regiospecific manner.
While regiochemical aspects of enolate chemistry have been studied extensively, 1 virtually no attention has been paid until recently to geometry of the double bond of enolate anions.