The stereoselective total synthesis of (+)-8-ethylnorlobelol from anti-1,3-aminoalcohols

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• 作者：B.V. Subba Reddy ; B. Phaneendra Reddy ; P. Sivaramakrishna Reddy ; Y. Jayasudhan Reddy ; J.S. Yadav
• 关键词：Piperdine alkaloids ; Prins&ndash ; Ritter reaction ; anti-1 ; 3-Aminoalcohols ; Ring closing metathesis
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：4 September, 2013
• 年：2013
• 卷：54
• 期：36
• 页码：4960-4962
• 全文大小：461 K

文摘

A novel and efficient approach has been developed for the total synthesis of (+)-8-ethylnorlobelol (1) in a highly stereoselective manner. The key anti-1,3-aminoalcohol core is constructed through the reductive opening of 2-iodomethyl-4-amidotetrahydropyranyl ether which is prepared by a Prins/Ritter amidation sequence.