Tetrahedron letters

Stereospezifischer aufbau ungesättigter macrocyclischer ketone

HJ Bestmann, H Lütke

文献索引：Bestmann, Hans Juergen; Luetke, Harry Tetrahedron Letters, 1984 , vol. 25, # 16 p. 1707 - 1710

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被引用次数: 4

摘要

Abstract Monoacetals of ω, ω′-dialdehydes 3 are converted (Z)-stereospecifically into (Z)- unsaturated ω-acetal-carboxylic-acids 5 and 12, respectively. Replacement of the hydroxylic group by the ylid function, followed by acetal cleavage and an intramolecular (E)- stereospecific Wittig reaction yields (E, Z)-cyclodienones 10 and 14, respectively. Subsequent reduction of 14 affords civetone 15.