Tetrahedron

Transposition oxy-cope assistee par le trifluoroacetate mercurique en quantite stoechiometrique et en quantite catalytique

N Bluthe, M Malacria, J Gore

文献索引：Bluthe, Norbert; Malacria, Max; Gore, Jacques Tetrahedron, 1984 , vol. 40, # 17 p. 3277 - 3284

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被引用次数: 14

摘要

Tertiary 1, 5-hexadien-3-ols are transformed at room temperature into δ-ethylenic ketones in 35-90%, yields under two sets of conditions: treatment with one molar equivalent of mercuric trifluoroacetate followed by demercuration of the intermediate α-mercuro ketone with sodium borohydride; and treatment with 0.2 molar equivalent of t of lithium trifluoroacetate or trifluorométhansulfonate. The reactions are highly stereoselective, the E isomer of the ...