RhI-Catalyzed Cycloisomerization of Vinyl Bicyclopropyl Compounds to Azabicyclo[3.2.2]nona-2,8-dienes

被引：9

作者：

Kim, Sun Young ^{[2
]}

Kang, Youn K. ^{[1
]}

Chung, Young Keun ^{[2
]}

机构：

[1] Seoul Natl Univ, Div Chem & Mol Engn, Dept Chem, Coll Nat Sci, Seoul 151747, South Korea

[2] Seoul Natl Univ, Intelligent Text Syst Res Ctr, Dept Chem, Coll Nat Sci, Seoul 151747, South Korea

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 18期

关键词：

alkaloids; bicyclic compounds; cycloisomerization; rhodium; DECOMPOSITION; RECEPTORS; ALKALOIDS; ENYNES;

D O I：

10.1002/chem.200902284

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Important class: Nitrogen-containing heterobicycles are an important structural motif ubiquitous in natural alkaloids. We found that azabicyclo[3.2.2]nona-2, 8-dienes can be synthesized from vinyl bicyclopropropyl derivatives in the presence of a RhI catalyst (see scheme). Syntheses of such compounds and an investigation into the reaction mechanism through DFT calculations are presented. © 2010 Wiley-VCH Verlag GmbH&Co. KGaA.

引用

页码：5310 / 5313

页数：4

共 2 条

[1] ORGANIC THERMAL REACTIONS .19. STEREOCHEMISTRY OF THERMAL ISOMERIZATION OF 5-METHYLENEBICYCLO[4.2.0]OCTA-2,7-DIENES LEADING TO "TRICYCLO[4.3.0.04,6]NONA-2,8-DIENES
TOMISAWA, K
MUKAI, T
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (16) : 5405 - 5407
[2] Cobalt(I)-catalyzed [6π+2π]-cycloaddition of allenes to N-carbethoxy(phenoxy)azepines for the synthesis of 9-azabicyclo [4.2.1]nona-2,4-dienes
Kadikova, Gulnara N.
D'yakonov, Vladimir A.
Nasretdinov, Ramil N.
Dzhemileva, Lilya U.
Dzhemilev, Usein M.
TETRAHEDRON, 2020, 76 (10)

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