195376-07-9Relevant academic research and scientific papers
Synthesis of substituted tetrahydrofuranones and tetrahydropyranones: Photocycloaddition/fragmentation reactions of dioxinones
Dritz, Jay H.,Carreira, Erick M.
, p. 5579 - 5582 (2007/10/03)
The combination of dioxinone aldol addition methodology and [2+2]-photocycloaddition/fragmentation reactions can provide access to substituted tetrahydrofuran-3-ones and tetrahydropyran-4-ones, subunits abundantly found in biologically active natural products. Intramolecular photocyclization of vinyl and allyl ethers with dioxinones, followed by fragmentation in alkaline MeOH (K2CO3) leads to tetrahydrofuran-3-ones and tetrahydropyran-4-ones, providing a practical route to versatile building blocks for complex molecule synthesis.
