Tetrahedron

New developments of the Wharton transposition

C Dupuy, JL Luche

文献索引：Dupuy, C.; Luche, J. L. Tetrahedron, 1989 , vol. 45, # 11 p. 3437 - 3444

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被引用次数: 51

摘要

The synthetically useful Wharton transposition can be improved by using a more adequate procedure in the critical step of the intermediate α-epoxyhydrazone cleavage. Either for stable hydrazones or unstable ones, the yield of the transposed allylic alcohol is increased by treatment under anhydrous conditions with highly basic reagents (KDA in the former case, NEt3 in the latter).