Solvent-controlled oxidative cyclization for divergent synthesis of highly functionalized oxetanes and cyclopropanes.
An efficient solvent-controlled oxidative cyclization of Michael adducts of malonates with chalcones with the combination of iodosobenzene and tetrabutylammonium iodide is reported. Highly functionalized oxetanes and cyclopropanes were divergently synthesized in moderate to excellent yields with high diastereoselectivity.
Ye
Yang
Y
Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, China.
Zheng
Chen
C
Fan
Renhua
R
D002384:Catalysis; D047188:Chalcones / Q000737:chemistry; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D006847:Hydrocarbons, Iodinated / Q000737:chemistry; D008314:Malonates / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012997:Solvents; D013237:Stereoisomerism
D047188:Chalcones; D003521:Cyclopropanes; D004988:Ethers, Cyclic; D006847:Hydrocarbons, Iodinated; D008314:Malonates; D012997:Solvents; C005287:oxetane