基于分子内氨甲酰基烯酮-烯烃 [2 + 2] 环加成的 debromoflustramines B 和 E 的全合成。

Total synthesis of debromoflustramines B and E based on the intramolecular carbamoylketene-alkene [2 + 2] cycloaddition.

机构信息

Graduate School of Pharmaceutical Sciences, The University of Tokushima, 1-78-1 Sho-machi, Tokushima 770-8505, Japan.

出版信息

J Org Chem. 2012 Oct 19;77(20):9240-9. doi: 10.1021/jo301817w. Epub 2012 Oct 9.

Abstract

Total synthesis of debromoflustramines B and E has been accomplished by using a platinum-catalyzed addition reaction of o-aminophenylboronic acid with the allene and an intramolecular carbamoylketene-alkene [2 + 2] cycloaddition for the construction of the basic carbon framework of the target alkaloids as the key steps.

摘要

通过使用铂催化的邻氨基苯硼酸与丙二烯的加成反应以及分子内氨甲酰基-炔-烯烃 [2 + 2] 环加成反应，完成了 debromoflustramines B 和 E 的全合成，这两个反应是构建目标生物碱基本碳骨架的关键步骤。