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- W2080490694 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 FeCl3/Al2O3 followed by TMSOTf and Me2AlCl1 the highest selectivity was found in the cyclisation of 4b with TMSOTf leading to 5b and 6b in a ratio of 99.8:0.2. FeCl3/Al2O3 and TMSOTf have not previously been used for this type of reaction. The alkylidene 1,3-dioxo compounds 4a–d were synthesised by Knoevenagel condensation of the aldehyde 11 with the malonic acid derivatives 11a–d." @default.
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- W2080490694 date "1990-06-01" @default.
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- W2080490694 title "Intramolecular Ene and Related Reactions, 5 <sup>3g)</sup> . Stereoselective Formation of <i>trans</i> ‐1,2‐Disubstituted Cyclopentanes by Intramolecular Cyclisation of Allylsilane Alkylidene 1,3‐Dioxo Compounds" @default.
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- W2080490694 doi "https://doi.org/10.1002/cber.19901230631" @default.
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