Palladium-catalyzed reaction of tributyltin hydride. Selective and very mild deprotection of allyl and allyloxycarbonyl derivatives of amino-acids.

F Guibe, O Dangles, G Balavoine

Index: Guibe, F.; Dangles, O.; Balavoine, G. Tetrahedron Letters, 1986 , vol. 27, # 21 p. 2365 - 2368

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Citation Number: 48

Abstract

Abstract Allyl (All) and Allyloxycarbonyl (Alloc) amino-acid derivatives are deprotected through palladium-catalyzed hydrostannolysis by Bu 3 SnH in a highly selective manner. Benzyl and benzyloxycarbonyl groups are stable under these conditions. Moreover the allyl and Alloc groups seem orthogonal to the t-butyl and t-butoxycarbonyl protecting groups.