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First Catalytic Asymmetric Aldol-Tishchenko Reaction-Insight into the Catalyst Structure and Reaction Mechanism
Cheryl M Mascarenhas1, Steven P Miller1, Peter S White1
1Department of Chemistry Venable and Kenan Laboratories The University of North Carolina Chapel Hill, NC 27599-3290, USA, Fax: (+1) 919-962-2388.
Abstract:
Unmodified carbonyl compounds are converted in an enantioselective aldol-Tishchenko reaction directly into the chiral adduct by using catalytic amounts of a chiral base prepared in situ [Eq. (1)]. The catalyst was developed through the combination of arrayed catalyst evaluation and informed ligand design. Ad=adamantyl.
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Reaction Mechanisms
For instance, the decomposition of ozone appears to follow a mechanism with two steps:
Crossed Aldol Reaction Using Strong Bases: Directed Aldol Reaction
Intramolecular Aldol Reaction
Crossed Aldol Reactions: Overview
Base-Catalyzed Aldol Addition Reaction
Crossed Aldol Reaction Using Weak Bases