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ChemInform Abstract: A Sequential Electrochemical Oxidation—Olefin Metathesis Strategy for the Construction of Bicyclic Lactam Based Peptidomimetics.

✍ Scribed by L. M. BEAL; K. D. MOELLER

Publisher: John Wiley and Sons
Year: 2010
Weight: 34 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199837195

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✦ Synopsis

A Sequential Electrochemical Oxidation-Olefin Metathesis Strategy for the Construction of Bicyclic Lactam Based Peptidomimetics. -Anodic oxidation of the proline ester (I) and following addition of allylsilane provides 2 allylated prolines of which (III) is elaborated to the dienic compound (V). Its cyclization via olefin metathesis under standard conditions leads to the desired lactams (VI) and (VII) as building blocks for constructing constrained thyroliberin analogues. -(

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