Article ID Journal Published Year Pages File Type
5284352 Tetrahedron Letters 2008 5 Pages PDF
Abstract
The halogen-catalyzed (I2, Br2, and Cl2) Mukaiyama aldol (MA) reactions were investigated by ab initio MO calculations. The halogen-catalyzed MA reaction between a trihydrosilyl enol ether and formaldehyde favors a concerted pathway. In sharp contrast, the I2-catalyzed reaction between 1-phenyl-1-(trimethylsilyloxy)ethylene and benzaldehyde favors a stepwise mechanism. The nature of the substituent strongly influences the type of mechanism involved.
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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