A New and Mild System for the Generation of Nonstabilized Carbonyl Ylides: Synthetically Practical Use in Reactions with Electron-Deficient Dipolarophiles

M Hojo, H Aihara, Y Suginohara, K Sakata…

Index: Hojo, Makoto; Aihara, Hidenori; Suginohara, Yoshifusa; Sakata, Kyosuke; Nakamura, Shin-ya Journal of Organic Chemistry, 1997 , vol. 62, # 25 p. 8610 - 8611

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Citation Number: 26

Abstract

Extensive study has been devoted to the chemistry of carbonyl ylides, and considerable attention has focused on their use for the selective construction of oxygencontaining five- membered heterocycles. 1 We recently found the generation of nonstabilized carbonyl ylides2 from iodohydrin silyl ethers or bis (chloromethyl) ethers through the 1, 3-elimination pathway using samarium diiodide as a reductant. 3 This protocol realized the practical ...