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Trimethylchlorosilane and Silicon Tetrachloride in Two Novel Methodologies for the Efficient and Mild Aldol Addition of β-Keto Esters and Malonates to Aldehydes

✍ Scribed by Antonio Massa; Ada Roscigno; Paolo De Caprariis; Rosanna Filosa; Antonia Di Mola


Book ID
101421864
Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
178 KB
Volume
352
Category
Article
ISSN
1615-4150

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✦ Synopsis


Abstract

Efficient and mild aldol additions of β‐keto esters and malonates to aldehydes are described using two novel protocols in the presence of silicon tetrachloride and trimethylchlorosilane, respectively. Scope and limitations of the methods have been discussed. Moreover the stability of the obtained products, trimethylsilyl protection of the hydroxy group, as well as the role of both silicon tetrachloride and trimethylchlorosilane in attaining the final products have been analyzed.