The Diels-Alder reaction of 3-silyloxy-2-azadiene with formaldehyde has been studied at the B3LYP/6-31G* level of theory and the role played by a Lewis acid evaluated. It is shown that the reaction is preferred when the Lewis acid coordinates to the aldehyde oxygen. This coordination allows for a concerted as well as a stepwise mechanism for the cyclization
A Hetero Diels-Alder Concerted Vs. Aldol Stepwise Mechanism In The Cyclization Of Silyloxyazadienes With Aldehydes: A Theoretical Study.
Panunzio M
2006
Abstract
The Diels-Alder reaction of 3-silyloxy-2-azadiene with formaldehyde has been studied at the B3LYP/6-31G* level of theory and the role played by a Lewis acid evaluated. It is shown that the reaction is preferred when the Lewis acid coordinates to the aldehyde oxygen. This coordination allows for a concerted as well as a stepwise mechanism for the cyclizationFile in questo prodotto:
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