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O-silylated enolate phenylthialkylation: A synthesis of α,β-unsaturated 5- and 6-membered lactones.

✍ Scribed by Hassan A. Khan; Ian Paterson


Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
134 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis


SwmnarY

ZnBr2-catalysed phenylthloalkylatlon of ketene bls(trlmethylsllyl)acetals, obtalned from carboxyllc acids, with appropriate a-chlorosulphldes can be used to prepare y-and 6lactones O-Sllylated enolate chemistry has recently produced new and improved methods for forming carbon-carbon bonds next to the carbonyl group l-3

In particular, alkylatlon of O-sllylated


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α-Alkylation of ketones, esters, and lac
✍ Ian Paterson 📂 Article 📅 1979 🏛 Elsevier Science 🌐 French ⚖ 125 KB

O-Silylated ketone enolates can be alkylated regiospecifically with t-alkyl halides in the presence of an equivalent of titanium tetrachloride; 2 for the alkylation of lithium enolates, in general, dialkylation,3 loss of regiospecificity,3 and self-condensation4 are common problems. Alternative me