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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
Author(s) -
Massa Antonio,
Roscigno Ada,
De Caprariis Paolo,
Filosa Rosanna,
Di Mola Antonia
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000573
Subject(s) - chemistry , silicon tetrachloride , aldol reaction , titanium tetrachloride , trimethylsilyl , silicon , organic chemistry , carbon tetrachloride , combinatorial chemistry , catalysis
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.