Ligand-controlled iron-catalyzed coupling of α-substituted β-ketoesters with phenols

Regev Parnes, Umesh A. Kshirsagar, Aviya Werbeloff, Clil Regev, Doron Pappo

Research output: Contribution to journalArticlepeer-review

53 Scopus citations

Abstract

A chemo-, regio-, and stereoselective FeCl 3/1,10-phenanthroline- catalyzed cross dehydrogenative coupling (CDC) reaction between phenols and α-substituted β-ketoesters was developed. The reaction creates a new quaternary carbon center within a polycyclic hemiacetal or polycyclic spirolactone architecture. The applicability of the new method to the synthesis of natural products was demonstrated by a possible biomimetic synthesis of the lachnanthospirone core.

Original languageEnglish
Pages (from-to)3324-3327
Number of pages4
JournalOrganic Letters
Volume14
Issue number13
DOIs
StatePublished - 6 Jul 2012

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