Organic Letters 2007-03-15

C-acylations of polymeric phosphoranylidene acetates for C-terminal variation of peptide carboxylic acids.

Adeeb El-Dahshan, Steffen Weik, Jörg Rademann

Index: Org. Lett. 9(6) , 949-52, (2007)

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Abstract

C-Acylations of polymer-supported 2-phosphoranylidene acetates ("linker reagents") with protected amino acids yielded 2-acyl-2-phosphoranylidene acetates as flexible intermediates for the C-terminal variation of carboxylic acids: peptidyl-2,3-diketoesters, peptidyl vinyl ketones, peptidyl-2-ketoaldehydes, and 1,3-diamino-2-hydroxy-propanes were obtained as products. [reaction: see text]