Issue 48, 2018

Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides

Abstract

The title reaction has been established, which offers a useful method for the construction of dihydrocoumarin frameworks in generally good chemical yields (up to 99%) and high diastereoselectivities (up to >95 : 5 dr). This reaction represents a good example of [4 + 2] cyclizations of para-quinone methide derivatives with electron-rich reaction partners under catalyst-free conditions.

Graphical abstract: Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides

Supplementary files

Article information

Article type
Paper
Submitted
07 Nov 2018
Accepted
21 Nov 2018
First published
23 Nov 2018

Org. Biomol. Chem., 2018,16, 9382-9389

Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides

J. Zhou, C. Ma, Y. Zhang, Q. Wu and F. Shi, Org. Biomol. Chem., 2018, 16, 9382 DOI: 10.1039/C8OB02776E

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