Catalytic cyclopropanation of spiro[2.4]hepta-4,6-diene with diazomethane

被引：7
|
作者：
Shulishov, Evgeny, V [1 ]
Pantyukh, Olga A. [1 ]
Menchikov, Leonid G. [1 ]
Tomilov, Yury, V [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia
来源：
TETRAHEDRON LETTERS | 2019年 / 60卷 / 31期
关键词：
Spiro[2.4]Thepta-4,6-diene; Diazomethane; Palladium and copper catalyst; Cyclopropanation; Regio- and stereoselectivity; IN-SITU GENERATION; UNSATURATED-COMPOUNDS; RECEPTOR AGONIST; ANALOGS;
D O I：
10.1016/j.tetiet.2019.06.044
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Catalytic cyclopropanation of spiro[2.4]hepta-4,6-diene with diazomethane in the presence of copper or palladium compounds results in mono- and dicyclopropanation products, namely, spiro[bicyclo[3.1.0]hex-3-ene-2,1'-cyclopropane] and spiro[cyclopropane-1,5'-tricyclo[4.1.0.0(2.4)]heptane], with different efficiency. The use of Pd compounds as catalysts allows the cyclopropanation to be performed under conditions of simultaneous generation and decomposition of diazomethane. (C) 2019 Elsevier Ltd. All rights reserved.
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页码：2043 / 2045
页数：3
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