Issue 46, 2017

Organocatalytic umpolung annulative dimerization of ynones for the synthesis of 5-alkylidene-2-cyclopentenones

Abstract

A novel phosphine-catalyzed umpolung [3 + 2]-annulative dimerization of ynones was developed to furnish functionally rich 5-alkylidene-2-cyclopentenones. In this protocol, ynone acts as both C2 and C3 synthons, which undergo [3 + 2]-annulative dimerization.

Graphical abstract: Organocatalytic umpolung annulative dimerization of ynones for the synthesis of 5-alkylidene-2-cyclopentenones

Supplementary files

Article information

Article type
Communication
Submitted
28 Sep 2017
Accepted
07 Nov 2017
First published
07 Nov 2017

Org. Biomol. Chem., 2017,15, 9785-9789

Organocatalytic umpolung annulative dimerization of ynones for the synthesis of 5-alkylidene-2-cyclopentenones

D. B. Ramachary, T. Prabhakar Reddy and A. Suresh Kumar, Org. Biomol. Chem., 2017, 15, 9785 DOI: 10.1039/C7OB02424J

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