Author/Authors :
Donohoe، نويسنده , , Timothy J and Ace، نويسنده , , Karl W and Guyo، نويسنده , , Paul M and Helliwell، نويسنده , , Madeleine and McKenna، نويسنده , , Jeffrey، نويسنده ,
Abstract :
The Birch reduction of both pyrroles and furans can be quenched with an aldehyde electrophile, thus constituting a reductive aldol reaction. Although the reaction was not stereoselective, the pyrrolines derived from reduction of pyrroles could be oxidised and then reduced with NaBH4 to provide syn-aldol adducts with high levels of stereoselectivity. The relative stereochemistry of two adducts was proven by X-ray crystallography.
Keywords :
furan , aldol , Birch reduction , pyrrole
