129601-06-5Relevant academic research and scientific papers
Fluoroolefin dipeptide isosteres - II. Enantioselective synthesis of both antipodes of the Phe-Gly dipeptide mimic
Allmendinger, Thomas,Felder, Eduard,Hungarbuehler, Ernst
, p. 7301 - 7304 (1990)
The addition of optically active ester enolatas to α-fluoro-α,β-unsaturated aldehydes and formal SN2′ substitution of an allylic hydroxyl group thus formed by a trichloro-acetamido group via Overman rearrangement constitutes a new general route to fluoroofefin dipeptide isosteres in enantiomerically pure form. This methodology was applied for the preparation of both enantiomars of the Phe...(CF=CH)Gly dipeptide mimic which were further elongated to substance P analogues.
