Nanoporous Aluminosilicate-Catalyzed Telescoped Acetalization-Direct Aldol Reactions of Acetals with 1,3-Dicarbonyl Compounds
Author(s) -
Thomas E. Davies,
Stuart H. Taylor,
Andrew E. Graham
Publication year - 2018
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.8b02047
Subject(s) - aldol reaction , knoevenagel condensation , nanoporous , aluminosilicate , catalysis , chemistry , aldol condensation , yield (engineering) , organic chemistry , materials science , metallurgy
Nanoporous aluminosilicate materials, synthesized by an evaporation-induced self-assembly process, catalyze the direct aldol reaction of acyclic acetals with a range of 1,3-dicarbonyl compounds to produce the corresponding aldol addition products in high yield, rather than the expected Knoevenagel elimination products. By carrying out the reaction in the presence of either dimethoxy propane or the corresponding orthoester, it is possible to capitalize on the ability of these aluminosilicate materials to catalyze the corresponding acetalization reaction leading to the development of novel telescoped, acetalization-direct aldol addition reaction protocols.
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