Synlett 2014; 25(2): 280-282
DOI: 10.1055/s-0033-1340347
letter
© Georg Thieme Verlag Stuttgart · New York

A Tandem Conjugate Addition–Intramolecular Horner–Wadsworth–Emmons Olefination Approach to the Synthesis of Cyclopentene[c]chroman-2-ones and Cyclopent-1-enecarboxylates

Autoren

  • Dariusz Deredas

    a   Institute of Organic Chemistry, Technical University (Politechnika), Żeromskiego 116, 90-924 Łódź, Poland   Fax: +48(42)6365530   eMail: henkrawc@p.lodz.pl
  • Krzysztof Huben

    a   Institute of Organic Chemistry, Technical University (Politechnika), Żeromskiego 116, 90-924 Łódź, Poland   Fax: +48(42)6365530   eMail: henkrawc@p.lodz.pl
  • Waldemar Maniukiewicz

    b   Institute of General and Ecological Chemistry, Technical University (Politechnika), Żeromskiego 116, 90-924 Łódź, Poland
  • Henryk Krawczyk*

    a   Institute of Organic Chemistry, Technical University (Politechnika), Żeromskiego 116, 90-924 Łódź, Poland   Fax: +48(42)6365530   eMail: henkrawc@p.lodz.pl
Weitere Informationen

Publikationsverlauf

Received: 25. Oktober 2013

Accepted after revision: 09. November 2013

Publikationsdatum:
06. Dezember 2013 (online)


Graphical Abstract

Abstract

A strategically new approach to cyclopentene[c]chroman-2-ones and cyclopent-1-enecarboxylates by tandem Michael–Horner–Wadsworth–Emmons reaction of 2,5-hexanedione with 3-(diethoxyphosphoryl)coumarins is described. The products were obtained as single diastereoisomers in high yields.

Supporting Information

Primary Data