Copper (I) catalysis of olefin photoreactions. 15. Synthesis of cyclobutanated butyrolactones via copper (I)-catalyzed intermolecular photocycloadditions of homoallyl …

…, SR Raychaudhuri, RG Salomon

Index: Ghosh, Subrata; Raychaudhuri, Swadesh R.; Salomon, Robert G. Journal of Organic Chemistry, 1987 , vol. 52, # 1 p. 83 - 90

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Abstract

Intramolecular copper (1)-catalyzed 2. n+ 2. n photocycloaddition provides an effective route for the synthesis of 2-oxa-and 3-oxabicyclo [3.2. 0] heptanes from homoallyl vinyl or diallyl ethers, respectively. Ruthenium-catalyzed oxidation of these multicyclic tetrahydrofuran products provides a novel annulation of cyclobutanated butyrolactones. For intermediates incorporating both methine and methylene groups next to the tetrahydrofuran oxygen, a ...