Sequential C− Si bond formations from diphenylsilane: application to silanediol peptide isostere precursors

L Nielsen, T Skrydstrup

Index: Nielsen, Lone; Skrydstrup, Troels Journal of the American Chemical Society, 2008 , vol. 130, p. 13145 - 13151

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Citation Number: 47

Abstract

The report of silanediol peptide isosteres as highly active inhibitors of proteolytic enzymes has triggered an increased interest for these compounds, thereby necessitating a general and direct synthetic access to this unusual class of protease inhibitors. In this paper, we report on the two-step assembly of the carbon− silicon backbone of a silane-containing dipeptide fragment. The synthetic scheme is comprised of an alkene hydrosilylation step ...