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Title: Total synthesis of (-)-pironetin. Author: Dias LC, De Oliveira LG, De Sousa MA. Journal: Org Lett; 2003 Feb 06; 5(3):265-8. PubMed ID: 12556168. Abstract: [structure: see text] The asymmetric total synthesis of pironetin, a compound that shows plant growth regulatory activity, immunosuppressive as well as a remarkable antitumoral activity, is described. The approach involves the use of three very efficient Evans oxazolidinone-mediated syn-aldol condensations, a high-yielding coupling between lithium acetylide ethylenediamine complex and a tosylate followed by methylation, and selective reduction to establish the C12-C13 (E) double bond.[Abstract] [Full Text] [Related] [New Search]