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

Author:

Kong Xiangwen12345,Song Jinshuai12345,Liu Jian12345,Meng Miao6789,Yang Shuang12345,Zeng Min1011129,Zhan Xinyue1011129,Li Chunsen12345ORCID,Fang Xinqiang12345ORCID

Affiliation:

1. State Key Laboratory of Structural Chemistry

2. Center for Excellence in Molecular Synthesis

3. Fujian Institute of Research on the Structure of Matter

4. Chinese Academy of Sciences

5. Fuzhou 350100

6. Department of Chemistry

7. Jinan University

8. Guangzhou 510632

9. China

10. College of Chemistry

11. Fuzhou University

12. Fuzhou 350116

Abstract

The Cs2CO3-catalyzed reaction of allyl ketones and alkynyl 1,2-diketones affords a series of 2-acyloxycyclopent-3-enones under mild conditions. A unique α-selective addition/aldol reaction/C–C bond cleavage mechanism was proposed and supported by DFT calculations.

Funder

National Natural Science Foundation of China

Chinese Academy of Sciences

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

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