Organic & biomolecular chemistry

Synthesis and hetero-Michael addition reactions of 2-alkynyl oxazoles and oxazolines

P Wipf, TH Graham

Index: Wipf, Peter; Graham, Thomas H. Organic and Biomolecular Chemistry, 2005 , vol. 3, # 1 p. 31 - 35

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Citation Number: 20

Abstract

2,4-Disubstituted oxazoles and oxazolines derive biosynthetically from processing of readily available serine residues by a nonribosomal peptide synthetase (NRPS) 1 and represent a common structural motif of many biologically active natural products. 2 More specifically, 4-formyl-2-(2- oxoalkyl)oxazoles 1 originate from the joint action of NRPS and polyketide synthase (PKS), 3 a pathway that results frequently in diverse and very potent secondary metabolites such ...