Tetrahedron letters

A short and versatile route to chiral spiroketal skeletons

A Tursun, I Canet, B Aboab, ME Sinibaldi

Index: Tursun, Ahmatjan; Canet, Isabelle; Aboab, Bettina; Sinibaldi, Marie-Eve Tetrahedron Letters, 2005 , vol. 46, # 13 p. 2291 - 2294

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Citation Number: 28

Abstract

Different chiral spiroketal skeletons are obtained, in a versatile manner, by iterative alkylations of acetone N, N-dimethylhydrazone with iodides followed by a one-pot deprotection/spirocyclization sequence. This methodology has been applied successfully to the synthesis of 1, 7-dioxaspiro [5.5] undecane and 1, 6-dioxaspiro [4.5] decane systems.

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