Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 10, Pages 4399-4405Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00643
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Funding
- National Natural Science Foundation of China [21272028, 21572025, 21202013]
- Innovation & Entrepreneurship Talents Introduction Plan of Jiangsu Province
- Key University Science Research Project of Jiangsu Province [15KJA150001]
- Qing Lan Project of Jiangsu Province
- Jiangsu Key Laboratory of Advanced Catalytic Materials Technology [BM2012110]
- Advanced Catalysis and Green Manufacturing Collaborative Innovation Center
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An unprecedented TBHP-promoted formal [3 + 2] annulation of sec-alcohols with alpha,alpha-diaryl allylic alcohols has been developed, leading to 2,3-dihydrofurans in moderate to excellent yields with good functional group tolerance. This procedure involves sequential radical addition, 1,2-aryl migration, and a dehydration process, where the migration of aryl with lower electron density is favored. Notably, cyclic reactions with sec-alcohols also ran smoothly, providing a novel method to access oxaspiro compounds.
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