Tetrahedron letters

Mild and selective ring-cleavage of cyclic carbamates to amino alcohols

T Ishizuka, T Kunieda

Index: Ishizuka, Tadao; Kunieda, Takehisa Tetrahedron Letters, 1987 , vol. 28, # 36 p. 4185 - 4188

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Citation Number: 134

Abstract

Abstract N-tert-Butoxycarbonylated 2-oxazolidinones and tetrahydro-2-oxazinones are smoothly cleaved to acyclic N-Boc-amino alcohols on treatment with catalytic amounts of cesium carbonate at room temperature. The versatility of the procedure is demonstrated in a facile cleavage of highly functionalized heterocycles without epimerization and β- elimination.