Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.
J Org Chem. 2011 Jun 17;76(12):5042-60. doi: 10.1021/jo200740b. Epub 2011 May 25.
Exploratory oxidative cyclization studies on cyclopentanelated and cyclohexenelated oroidin derivatives utilized Pummerer chemistry to generate pentacyclic structures related to the palau'amine family of sponge metabolites. Stereochemical issues were paramount, and appropriate choice of annelated ring size led to formation of the pentacyclic framework with complete diastereoselectivity for all of the core bonds.
利用 Pummerer 化学对环戊烷并和环己烯并奥里汀衍生物进行探索性氧化环化研究，生成与海绵代谢产物 palau'amine 家族相关的五环结构。立体化学问题至关重要，适当选择稠环大小导致五环骨架的形成，所有核心键均具有完全的非对映选择性。
