Tetrahedron letters

Highly efficient amphiphilic cleavage of γ-iodo carbonyl substrates with aluminum tris (2, 6-diphenylphenoxide) t-BuLi system

Y Kondo, K Kon-i, T Ooi, K Maruoka

Index: Kondo, Yuichiro; Kon-i, Kana; Ooi, Takashi; Maruoka, Keiji Tetrahedron Letters, 1999 , vol. 40, # 51 p. 9041 - 9044

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Abstract

A conceptually new amphiphilic cleavage of the αβ C C bonds of γ-iodo carbonyl substrates has been realized by the effective use of a combined Lewis acid/base system consisting of aluminum tris (2, 6-diphenylphenoxide)(ATPH) t-BuLi. This new amphiphilic bond cleavage reaction can be applied to a wide variety of γ-iodo carbonyl substrates and therefore serves as a highly efficient and general route to both cyclic and acyclic ...