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Brønsted base-catalyzed annulation of allyl ketones and alkynyl 1,2-diketones

Authors :
Xinyue Zhan
Jinshuai Song
Xinqiang Fang
Shuang Yang
Miao Meng
Jian Liu
Xiangwen Kong
Chunsen Li
Min Zeng
Source :
Chemical Communications. 54:4266-4269
Publication Year :
2018
Publisher :
Royal Society of Chemistry (RSC), 2018.

Abstract

The discovery of new reaction modes mediated by easily available substrates is an important research topic in organic synthesis. Allyl ketones and related compounds have been demonstrated to undergo γ- or α-selective additions to different electrophiles. We disclose here the Brønsted base-catalyzed reaction of allyl ketones and alkynyl 1,2-diketones, which undergo a unique α-selective addition/intramolecular aldol-type annulation/C-C bond cleavage process, and a series of 2-acyloxycyclopent-3-enones can be obtained under very mild conditions.

Details

ISSN :
1364548X and 13597345
Volume :
54
Database :
OpenAIRE
Journal :
Chemical Communications
Accession number :
edsair.doi.dedup.....f52a9b27406b72a6396aca1cca287828