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Reduction of electron-deficient pyrroles using group I and II metals in ammonia
(RSC Publishing, 1998)
The preparation and Birch reduction of a series of electron-deficient pyrroles is described. This methodology allows the synthesis of a variety of C-2 substituted 3-pyrrolines ‡ in good to excellent yields. The role of ...
The Birchreduction of 3-substituted pyrroles
The Birchreduction of electron-deficient 3-substituted pyrroles is described. Use of a reductive alkylation procedure involving sodium metal in liquid ammonia gave good yields of 4-alkyl-2-pyrrolines. The identity of these ...
The stereoselectiveBirchreduction of pyrroles
The Birchreduction has been applied to electron-deficient pyrroles substituted with a chiral auxiliary at the C-2 position. Using either 8-phenylmenthol ortrans-2-(α-cumyl)cyclohexanol (TCC) as auxiliaries, high levels of ...