Synlett
DOI: 10.1055/s-0036-1588537
letter
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalysed Sonogashira Reactions of 16-(Hydroxymethylidene)-3-methoxy-α-estrone

Stefan Joppa, Marko Lieseganga, Peter Ehlersa, b, Eva Frankc, Gyula Schneiderc, János Wölflingc, Alexander Villingera, Peter Langer*a, b
  • aUniversität Rostock, Institut für Chemie, Albert-Einstein-Str. 3a, 18059 Rostock, Germany   Email: peter.langer@uni-rostock.de
  • bLeibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany
  • cDepartment of Organic Chemistry, University of Szeged, Dóm tér 8, 6720 Szeged, Hungary
Further Information

Publication History

Received: 02 June 2017

Accepted after revision: 12 July 2017

Publication Date:
17 August 2017 (eFirst)

Abstract

Sonogashira reactions of steroids have been studied. The reaction of α-estron-16-methylidenyloxy triflate with various alkynes afforded novel alkynylvinylidene steroids. The reactions proceeded in good to quantitative yields, with excellent E-selectivity and with a broad synthetic scope.

Supporting Information