Tetrahedron letters

“Tailor-Made” carbonyl ylides:[3+ 2] cycloaddition of the parent and optionally substituted nonstabilized carbonyl ylides

M Hojo, H Aihara, H Ito, A Hosomi

Index: Hojo, Makoto; Aihara, Hidenori; Ito, Hajime; Hosomi, Akira Tetrahedron Letters, 1996 , vol. 37, # 51 p. 9241 - 9244

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Citation Number: 22

Abstract

“Tailor-made” carbonyl ylides bearing only alkyl substituents or no substituents were efficiently generated from α-chloroalkyl α′-chloroalkyl ethers in the presence of samarium reagents. Using these novel and synthetically practical carbonyl ylides, optionally substituted and stereochemically defined tetrahydrofurans, dihydrofurans and dioxolane were synthesized in a single step.