Dimerization of Silyl Ketene Acetal: Effect of Lewis Acid Selection on Product Yield and Structure
- 1 March 1985
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 15 (4) , 291-300
- https://doi.org/10.1080/00397918508063802
Abstract
Dimerization of dimethylketene methyltrimethylsilyl acetal with titanium tetrachloride gives succinate dimer as reported1 plus a small amount of product. Other Lewis acids give the Claisen β-ketoester product, aluminum chloride in high yield.Keywords
This publication has 8 references indexed in Scilit:
- Lewis‐Säure‐bedingte α‐tert‐Alkylierung von Carbonsäuren und CarbonsäureesternEuropean Journal of Inorganic Chemistry, 1983
- Silyl Ketene Acetal Chemistry: Steric Limitations in Lewis Acid-Promoted Addition of KetonesSynthetic Communications, 1983
- Allgemeine Synthese potentiell antiviral wirksamer α‐Adamantyl‐carbonylverbindungenAngewandte Chemie, 1979
- α-tert-alkylierung von carbonsäure-esternTetrahedron Letters, 1978
- Novel and convenient route to substituted succinates. The dimerization of ketene silyl acetals promoted by titanium tetrachlorideTetrahedron Letters, 1977
- A NEW METHOD FOR THE PREPARATION OF β-HYDROXYESTERS. THE TITANIUM TETRACHLORIDE-PROMOTED REACTION OF KETENE ALKYL TRIALKYLSILYL ACETALS WITH CARBONYL COMPOUNDSChemistry Letters, 1975
- Ketene alkyltrialkylsilyl acetals: synthesis, pyrolysis and NMR studiesJournal of Organometallic Chemistry, 1972
- ketene bis(trialkylsilyl) acetals: synthesis, pyrolysis and spectral studiesJournal of Organometallic Chemistry, 1972