Six-Membered Cyclic Nitronates as 1,3-Dipoles in Formal [3+3]-Cycloaddition with Donor-Acceptor Cyclopropanes. Synthesis of New Type of Bicyclic Nitrosoacetals

被引：66
作者：
Gorbacheva, Evgenia O. [1 ,2 ]
Tabolin, Andrey A. [1 ]
Novikov, Roman A. [1 ]
Khomutova, Yulia A. [1 ]
Nelyubina, Yulia V. [3 ]
Tomilov, Yury V. [1 ]
Ioffe, Sema L. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] DI Mendeleev Univ Chem Technol Russia, Higher Chem Coll, Moscow 125047, Russia
[3] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 02期
基金：
俄罗斯基础研究基金会;
关键词：
DIVERSITY-ORIENTED SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; DIPOLAR CYCLOADDITION; 3+2 ANNULATION; TANDEM INTER; NITROALKENES; TETRAHYDRO-1,2-OXAZINES; AMINOCYCLOPROPANES; ALDEHYDES;
D O I：
10.1021/ol303292c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first formal [3 + 3]-cycloaddition of nitronates with donor-acceptor cyclopropanes is reported. The reaction is catalyzed by ytterbium trifluoromethanesulfonate and leads to hitherto unknown bicyclic nitrosoacetals, possessing two annelated six-membered rings.
引用
收藏
页码：350 / 353
页数：4
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