Novel carbocationic rearrangements of 1-styrylpropargyl alcohols

Beilstein J Org Chem. 2015 Jun 15:11:1017-22. doi: 10.3762/bjoc.11.114. eCollection 2015.

Abstract

The dehydration and subsequent cyclization reactions of 1-styrylpropargyl alcohols was examined. In the course of these studies, numerous scaffolds were synthesized, including a furan, a cyclopentenone, an acyclic enone and even a naphthalenone. The diversity of these structural motifs lies in novel cascades of reactions originating from a common carbocationic manifold.

Keywords: carbocationic rearrangement; cyclopentenones; furans; propargyl alcohols.