Total syntheses of ericifolione and its analogues via a biomimetic inverse-electron-demand Diels–Alder reaction

Author:

Zhou Tingting12,Zheng Anquan12,Huo Luqiong2,Li Changgeng1,Tan Haibo2ORCID,Wang Sasa23,Chen Huiyu14ORCID

Affiliation:

1. School of Pharmacy and Bioengineering, Chongqing University of Technology, Chongqing 400054, People's Republic of China

2. Key Laboratory of Plant Resources Conservation and Sustainable Utilization, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, People's Republic of China

3. Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi Collaborative Innovation Centre for Chemistry and Engineering of Forest Products, Guangxi University for Nationalities, Nanning 530006, People's Republic of China

4. School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, People's Republic of China

Abstract

A biomimetic tautomerization/intermolecular inverse-electron-demand hetero Diels–Alder reaction cascade to construct sterically hindered dihydropyran scaffolds was established and allowed the first total syntheses of ericifolione and analogues.

Funder

National Natural Science Foundation of China

Tip-top Scientific and Technical Innovative Youth Talents of Guangdong Special Support Program

Natural Science Foundation of Chongqing

Youth Innovation Promotion Association

Natural Science Foundation of Guangxi Province

Guangxi University for Nationalities

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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