Total syntheses of heliotridane and pseudoheliotridane through nitrodiene-acrylate 6π-electrocyclization/[3+2] cycloaddition

被引：2
|
作者：
Koc, Esra [1 ,2 ]
Kwon, Ohyun [1 ]
机构：
[1] Univ Calif Los Angeles, Dept Chem & Biochem, 607 Charles E Young Dr East, Los Angeles, CA 90095 USA
[2] Univ Gaziosmanpasa, Fac Arts & Sci, Dept Chem, TR-60250 Tokat, Turkey
来源：
TETRAHEDRON | 2017年 / 73卷 / 29期
关键词：
Nitrodiene; 6 pi-electrocyclization/[3+2] cycloaddition; Total synthesis; Pyrrolizidine alkaloids; Heliotridane; Pseudoheliotridane; TANDEM;
D O I：
10.1016/j.tet.2016.12.056
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The total syntheses of the pyrrolizidine alkaloids heliotridane and pseudoheliotridane have been accomplished in six steps (overall yields: 24 and 7%, respectively) using, for the first time, the tandem 6 pi-electrocyclization/[3+2] dipolar cycloaddition of an acyclic nitrodiene, 1-nitro-2-methyl-1,3-butadiene. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4195 / 4200
页数：6
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