Gold-Catalyzed Sequential Cycloisomerization of 1,3,9-Ene-allene-ynes to Fused Spirocarbocycles

被引:5
|
作者
Chen, Xianxiao [1 ]
Ling, Xiangxiang [1 ]
An, Di [1 ]
Rao, Weidong [1 ]
机构
[1] Nanjing Forestry Univ, Coll & Chem Engn, Jiangsu Coinnovat Ctr Efficient Proc & Utilizat F, Jiangsu Prov Key Lab Chem & Utilizat Agroforest B, Nanjing 210037, Peoples R China
基金
中国国家自然科学基金;
关键词
Fused carbocycles; Gold; Sequential cycloisomerization; Ene-allene-ynes; Synthetic methods; ALLENE-ENE-YNES; 2+2+2 CYCLOADDITION; NATURAL-PRODUCTS; RING-SYSTEM; CYCLIZATION; CONSTRUCTION; LIGAND; REARRANGEMENTS; HETEROCYCLES; ARYLALKYNES;
D O I
10.1002/ejoc.202000851
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthetic method to prepare architecturally challenging spiro tetrahydro-3H-dicyclopenta[a,b]naphthalene derivatives from Au(I)-catalyzed intramolecular sequential cycloisomerization of linear 1,3,9-ene-allene-ynes is described. The proposed cycloisomerization pathway involves an initial gold-catalyzed 1,3-ene-allene cycloisomerization, followed by a formal [4+2] cycloaddition to give fused spirocarbocyclic products containing a quaternary centre.
引用
收藏
页码:5227 / 5233
页数:7
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