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Asymmetric Synthesis of the Fully Elaborated Pyrrolidinone Core of Oxazolomycin A
Organic Letters ( IF 4.9 ) Pub Date : 2012-10-12 00:00:00 , DOI: 10.1021/ol302541j
Timothy J. Donohoe 1 , Timothy J. C. O’Riordan 1 , Manuel Peifer 1 , Christopher R. Jones 1 , Timothy J. Miles 1
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The asymmetric synthesis of the key pyrrolidinone core, including a highly elaborated exocyclic carbon chain, of the γ-lactam β-lactone antibiotic oxazolomycin A is described. Principal features include the Birch reduction of an aromatic pyrrole nucleus, a late stage RuO4 catalyzed pyrrolidine oxidation, and a highly diastereoselective organocerium addition to an aldehyde.

中文翻译:

恶唑霉素A的全合成吡咯烷酮核心的不对称合成

描述了γ-内酰胺β-内酯抗生素恶唑霉素A的关键吡咯烷酮核心(包括高度复杂的环外碳链)的不对称合成。主要特征包括芳香族吡咯核的桦木还原,后期RuO 4催化的吡咯烷氧化以及对醛的高度非对映选择性有机铈。
更新日期:2012-10-12
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