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：67

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

页码：350 / 353

页数：4

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