Mejía-Oneto José M, Padwa Albert
Department of Chemistry, Emory University, Atlanta, Georgia 30322, USA.
Org Lett. 2006 Jul 20;8(15):3275-8. doi: 10.1021/ol061137i.
[Structure: see text] A new strategy for the synthesis of (+/-)-aspidophytine has been developed and is based on a Rh(II)-catalyzed cyclization/dipolar cycloaddition sequence. The resulting [3+2]-cycloadduct undergoes an efficient Lewis acid mediated cascade that rapidly provides the complete skeleton of aspidophytine. The synthesis also features a mild decarbomethoxylation reaction.
[结构:见正文] 已开发出一种合成(±)-阿西多芬碱的新策略,该策略基于铑(II)催化的环化/偶极环加成序列。所得的[3+2]环加成物经历高效的路易斯酸介导的级联反应,迅速提供阿西多芬碱的完整骨架。该合成还具有温和的脱甲氧基羰基化反应。