Synthesis of novel quinone-amino acid hybrids via cross-enyne metathesis and diels-alder reaction as key steps

Abstract

A "Building Block Approach" for the synthesis of various quinone-amino acid hybrids through ethylene cross-enyne metathesis and Diels-Alder reaction as key steps is described. A library of comformationally constrained quinone-based phenylalanine derivatives and dicarba analogs of cystine have been generated starting from a common precursor using Grubbs' catalysts. This methodology has also been extended for the synthesis of fullerene-based dicarba analogs of cystine. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).