A concise synthesis of (±) and a total synthesis of (+)-epiquinamide

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• 作者：Sok Teng (Amy) Tong and David Barker
• 刊名：Tetrahedron Letters
• 出版年：2006
• 出版时间：17 July 2006
• 年：2006
• 卷：47
• 期：29
• 页码：5017-5020
• 全文大小：116 K

文摘

A total synthesis of the quinolizidine alkaloid (+)-epiquinamide 1 has been achieved starting from (−)-pipecolinic acid 3. The key step is the highly diastereoselective addition of a TBDMS-protected propargyl alcohol to a chiral aldehyde derived from 3 to give erythro alkynol 19, which is then easily transformed into the desired bicyclic skeleton.