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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Intramolecular Formal [4 + 2] Cycloadditions: Synthesis of Spiro Isoindolinone Derivatives and Related Molecules
Yarkali Krishna1, Fujie Tanaka1
1Chemistry and Chemical Bioengineering Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna, Okinawa 904-0495, Japan.
Abstract:
Acid-catalyzed intramolecular reactions of isoindolinone-derived hydroxylactam derivatives bearing enones or enals that afford spiro isoindolinone derivatives and related molecules have been developed. From the hydroxylactam moieties, N-acylenamides were generated in situ and reacted with the enone and the enal moieties via formal [4 + 2] cycloaddition reactions to construct cyclohexanone- and dihydropyran-fused ring systems and the spiro ring systems.
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