Tetrahedron

Lithiation-substitutions of N-Boc N-alkyl cyclopropylamines

YS Park, P Beak

Index: Park, Yong Sun; Beak, Peter Tetrahedron, 1996 , vol. 52, # 38 p. 12333 - 12350

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Abstract

A series of lithiation-substitution reactions at the α and β positions of N-Boc N-alkyl cyclopropyl amines is reported. The cyclopropane ring is the preferred position for lithiation in the N-ethyl and N-methyl derivatives 6 and 7, but the N-allyl and N-benzyl derivatives 8 and 9 undergo lithiation at the methylene groups. Lithiations at β positions of the cyclopropylamine ring are observed if the α-position is blocked or the β-positions are ...