A Photorearrangement To Construct the ABDE Tetracyclic Core of Palau’amine

作者：Samuel Aubert‐Nicol, Jean Lessard, Claude Spino · 发表于：Organic Letters · 年份：2018 · DOI：10.1021/acs.orglett.8b00819 · 被引用次数：11 · 研究领域：Synthetic Organic Chemistry Methods、Oxidative Organic Chemistry Reactions、Radical Photochemical Reactions

A synthesis of the ABDE tetracyclic carbon core of palau'amine was achieved in 9 steps from commercial materials. The core's most notable feature, a highly strained trans cyclopenta[ c]pyrrolidine, was obtained in high yield using a ring contraction strategy starting from a much less strained trans bicyclic lactam derivative that is accessible in only 7 steps.