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

✍ Scribed by Johan J.N. Veerman; Floris P.J.T. Rutjes; Jan H. van Maarseveen; Henk Hiemstra


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
240 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


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 ~-sulfonylethyl carbamate linker appeared especially useful; readily synthesized, stable towards Lewis acids and easily cleavable.