Peptide derivatives cross-coupling reactions

In 2005, the asymmetric cross-coupling reactions of aldehydes 33 with arylsul-fonylamides 34 were reported by Miller and co-workers [37]. In the presence of 15 mol% of peptide-derived NHC 32, the corresponding aza-benzoin adduct 35 was obtained in good yields with good enantioselectivities (Scheme 7.19). 

Pd-catalyzed cross-coupling of an iodoaro-matic moiety with an arylboronic acid. The Suzuki reaction has been employed to modify shorter peptides and the WW domain portion of the protein Pinl (residues 6-39) (- peptidyl prolyl cisitrans isomerases) in aqueous solution (Na2PdCl4 as the catalyst) under mild conditions, without changing its structure and function. Conjugation of fluorophores was achieved by coupling appropriate arylboronic acid derivatives to a p-iodophenylalanine residue in the peptide [S. Kotha, K. Lahiri, Biopolymers 2003, 69, 517 A. Ojida et al., Tetrahedron Lett. 2005, 46, 3301). 

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