Differently substituted allylic bromides react with N-protected amino aldehydes to give intermediate products for the synthesis of hydroxyethylene dipeptide isosteres. The low stereoselectivity of this reaction can be improved using aldehydes protected with hindered groups. This reaction can be efficiently applied to oligopetide aldehydes. We describe a protocol, for the preparation of peptides containing an hydroxyethylene isostere, which allows a rapid variations of the aminoacid sequence
Ciapetti, P., Taddei, M., Ulivi, P. (1994). Crcl2 Mediated Allylation of N-protected Alpha-amino Aldehydes - A Versatile Synthesis of Polypeptides Containing An Hydroxyethylene Isostere. TETRAHEDRON LETTERS, 35(19), 3183-3186 [10.1016/S0040-4039(00)76862-6].
Crcl2 Mediated Allylation of N-protected Alpha-amino Aldehydes - A Versatile Synthesis of Polypeptides Containing An Hydroxyethylene Isostere
Taddei, Maurizio;
1994-01-01
Abstract
Differently substituted allylic bromides react with N-protected amino aldehydes to give intermediate products for the synthesis of hydroxyethylene dipeptide isosteres. The low stereoselectivity of this reaction can be improved using aldehydes protected with hindered groups. This reaction can be efficiently applied to oligopetide aldehydes. We describe a protocol, for the preparation of peptides containing an hydroxyethylene isostere, which allows a rapid variations of the aminoacid sequence
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https://hdl.handle.net/11365/31128
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