Synlett 2015; 26(19): 2679-2684
DOI: 10.1055/s-0035-1560511
letter
© Georg Thieme Verlag Stuttgart · New York

Nucleophilic Catalysis in the Enantioselective Synthesis of α-Methylidene-δ-lactones

Anna Albrecht, Anna Skrzyńska, Artur Przydacz, Łukasz Albrecht*
  • Institute of Organic Chemistry, Department of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Łódź, Poland   Email: lukasz.albrecht@p.lodz.pl
Further Information

Publication History

Received: 07 September 2015

Accepted after revision: 05 October 2015

Publication Date:
06 November 2015 (eFirst)

Abstract

A new method for the preparation of optically active ­α-methyl­idene-δ-lactones is presented. The developed strategy utilizes an intramolecular Rauhut–Currier reaction for a facile construction of the α-methylidene-δ-lactone framework. The reaction is catalyzed by a chiral phosphine and employs the principles of nucleophilic catalysis. It benefits from operational simplicity and uses readily available starting materials.

Supporting Information