Diversity-oriented approach to linearly fused spirocycles via strategic utilization of a [2+2+2] cycloaddition and the Diels-Alder reaction

被引:15
作者
Kotha, Sambasivarao [1 ]
Ali, Rashid [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
Active methylene compounds; 2+2+2] Cycloaddition; Diels-Alder reaction; Spirocycles; Sultine derivatives; Wilkinson's catalyst; ORGANIC-SYNTHESIS; SYNTHETIC STRATEGY; KEY STEPS; DERIVATIVES; METATHESIS; ALKYNES; SPIRO; CYCLOTRIMERIZATION; (+/-)-STRYCHNINE; COCYCLIZATION;
D O I
10.1016/j.tet.2015.01.009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have demonstrated a simple and an efficient protocol for assembling a library of linearly fused spirocycles in a diversity-oriented manner by utilizing two sequential atom-economic reactions such as a [2+2+2] cycloaddition and the Diels-Alder (DA) reaction. Herein, we have used rongalite for the formation of sultine derivatives, which are useful latent diene equivalents suitable for the DA sequence to generate a library of polycycles under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1597 / 1603
页数:7
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