at Peking University School of Pharmaceutical Sciences
​​​​the dong research group
1. Synthesis of oxygen-containing heterocyclic compounds based on the intramolecular O–H insertion and Wolff rearrangement of α-diazocarbonyl compounds
Tetrahedron Lett. 2006, 47, 4537-4540.
Mingyi Liao, Suwei Dong, Guisheng Deng, Jianbo Wang*

The addition products of Ti(IV)-enolate derived from b-keto a-diazo carbonyl compound to ketones or a,b-unsaturated compounds were subjected to Rh2(OAc)4-catalyzed and photo-induced diazo decomposition. The Rh2(OAc)4-catalyzed reaction afforded intramolecular O–H insertion products, while the photo-induced reaction gave Wolff rearrangement/intramolecular nucleophilic addition products. The transformations represent new approaches to tetrahydrofuran and c-butyrolactone derivatives.