New development of Meyers' methodology: stereoselective preparation of an axially chiral 5, 7-fused bicyclic lactam related to circumdatins/benzomalvins and …

…, G Dupas, C Papamicaël, F Marsais, V Levacher

文献索引：Penhoat, Mael; Bohn, Pierre; Dupas, Georges; Papamicael, Cyril; Marsais, Francis; Levacher, Vincent Tetrahedron Asymmetry, 2006 , vol. 17, # 2 p. 281 - 286

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被引用次数: 18

摘要

The stereoselective preparation of a new Meyers' bicyclic lactam-bridged biaryl 1, highly structurally related to circumdatins, benzomalvins and asperlicins, is reported. Using the popular Meyers' diastereoselective lactamization, under dehydrating conditions (CH2Cl2/reflux/MgSO4), trans-(aS, R, S)-1 was obtained in a rather modest yield of 25% and an excellent diastereoselectivity> 95%. An alternative procedure making use of the ...