Total Synthesis of the Leucosceptroid Family of Natural Products

被引：62

作者：

Hugelshofer, Cedric L. ^{[1
]}

Magauer, Thomas ^{[1
]}

机构：

[1] Univ Munich, Dept Chem & Pharm, D-81377 Munich, Germany

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 11期

关键词：

SINGLET-OXYGEN; SODIUM-BOROHYDRIDE; CANUM; REDUCTION; OLEFINS; FURANS;

D O I：

10.1021/jacs.5b02021

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly efficient Strategy enabled the asymmetric total synthesis of 15 antifeedant leucosceptroid natural products. The advanced tricyclic core, available in gram quantity, served as the pivotal intermediate for the preparation of norleucosceptroids B, C, F, and G and leucosceptroids A, B, G, I, J, L, and M. Additionally, the bioinspired oxidative transformation of leucosceptroid A. to leucosceptroids C, K, O, and P using singlet oxygen supports the hypothesis that leucosceptroids A and B are most likely the biogenetic precursors of all other members of this natural product family.

引用

页码：3807 / 3810

页数：4

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