Chemische Berichte

Intramolecular Ene and Related Reactions, 53g). Stereoselective Formation of trans??1, 2??Disubstituted Cyclopentanes by Intramolecular Cyclisation of Allylsilane …

LF Tietze, M Ruther

文献索引：Tietze, Lutz F.; Ruther, Michael Chemische Berichte, 1990 , vol. 123, # 6 p. 1387 - 1395

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被引用次数: 32

摘要

Abstract The alkylidene 1, 3-dioxo compounds 4a–d with an allylsilane moiety undergo a fluoride-, Lewis acid-and TMSOTf-induced intramolecular cyclisation to give almost exclusively the trans-1, 2-disubstituted cyclopentanes 5a–d in good to excellent yields. The diastereoselectivity of the reaction was determined as a function of the 1, 3-dioxo moiety and the inductor. The best results were obtained with FeCl 3/Al 2 O 3 followed by TMSOTf and ...