Tetrahedron

An orthogonal protection strategy for the synthesis of 2-substituted piperazines

RB Clark, D Elbaum

Index: Clark, Roger B.; Elbaum, Daniel Tetrahedron, 2007 , vol. 63, # 14 p. 3057 - 3065

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Citation Number: 6

Abstract

Tetrahydro-1H-oxazolo [3, 4-a] pyrazin-3 (5H)-ones are readily prepared from the bis- carbamate protected piperazine-2-carboxylic acids and serve as orthogonally protected piperazines from which a variety of 2-substituted piperazines can be prepared. Sodium benzylate and sodium phenoxides react at the C-5 carbon of the oxazolidinone to yield 2- (benzyloxymethyl) piperazines and 2-(phenoxymethyl) piperazines, respectively. The ...