Tetrahedron letters

A novel acid stable/base labile carbamate linker for N-acyliminium ion reactions on solid support

…, FPJT Rutjes, JH van Maarseveen, H Hiemstra

Index: Veerman, Johan J. N.; Rutjes, Floris P. J. T.; Van Maarseveen, Jan H.; Hiemstra, Henk Tetrahedron Letters, 1999 , vol. 40, # 33 p. 6079 - 6082

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Citation Number: 25

Abstract

The development of a novel carbamate linker optimized for solid phase N-acyliminium ion chemistry is reported. Some 2-and 2, 4-substituted pyrrolidines were synthesized via addition of several carbon nucleophiles to immobilized N-acyliminium ions. A β-sulfonylethyl carbamate linker appeared especially useful; readily synthesized, stable towards Lewis acids and easily cleavable.

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