Ring Opening of Methylenecycloalkenes via the C-C Bond Cleavage

被引：19
|
作者：
Necas, David [1 ,2 ]
Kotora, Martin [1 ,2 ,3 ]
机构：
[1] Charles Univ Prague, Dept Organ & Nucl Chem, Prague 12843, Czech Republic
[2] Charles Univ Prague, Ctr Struct & Synthet Applicat Transit Met Complex, Fac Sci, Prague 12843, Czech Republic
[3] Acad Sci Czech Republ, Inst Organ Chem & Biochem, CR-16610 Prague 6, Czech Republic
来源：
ORGANIC LETTERS | 2008年 / 10卷 / 22期
关键词：
D O I：
10.1021/ol801728f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
3-Methylenecycloalkene-1,1-dicarboxylates underwent facile ring opening via the cleavage of the unactivated C-C bond to yield aliphatic alkenes. The reaction (intramolecular deallylation) was catalyzed by "Ni-H" species generated in situ from a NiX2(phosphine)(n)/R3Al mixture and proceeded under ambient conditions. In addition, the skeletal rearrangement of a diene could be carried out by a one-pot cycloisomerization/deallylation sequence.
引用
收藏
页码：5261 / 5263
页数：3
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