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

页码：4195 / 4200

页数：6

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