Rhodium-catalyzed ring expansion of cyclopropanes to seven-membered rings by 1,5 C-C bond migration.
Rhodium-catalyzed ring expansion of cyclopropanes to seven-membered rings by 1,5 C-C bond migration.
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DOI：
10.1002/anie.201104861
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发表时间：
2011-10-24
影响因子：
16.6
通讯作者：
Tang, Weiping
中科院分区：
文献类型：
--
作者：
Li, Xiaoxun;Zhang, Min;Shu, Dongxu;Robichaux, Patrick J.;Huang, Suyu;Tang, Weiping
Selective cleavage and subsequent elaboration of carbon–carbon σ bonds into complex molecules represents a fundamental challenge in chemistry. The C–C σ bonds of cyclopropanes are activated owing to ring strain, and the ring expansion of cyclopropanes is an attractive route to other ring systems because of the well-documented stereoselective methods for cyclopropanation.[1] Indeed, ring expansion of cyclopropanes to four-or fivemembered rings by 1, 2 or 1, 3 migration is routinely practiced in organic synthesis [Eq.(1)].[2] In contrast, ring expansion of cyclopropanes to seven-membered rings by 1, 5 C–C bond migration has not been developed as a general method, in spite of the prevalence of cycloheptane skeletons in natural products and pharmaceutical agents.[3] The 1, 5 migration of a cyclopropane C–C bond has been mainly studied in bicyclo-[4.1. 0] heptadienes and a few other conformationally constrained bicyclic compounds under thermal conditions.[4] In fact, it was reported that simple 1, 3-dienylcyclopropanes underwent 1, 3 C–C bond migration to form vinylcyclopentenes in the presence of Ni or Pd catalysts.[5]
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影响因子：
16.6
作者：
Bulo, RE;Jansen, H;Lammertsma, K
通讯作者：
Lammertsma, K
影响因子：
4.9
作者：
Brancour, Celia;Fukuyama, Takahide;Malacria, Max
通讯作者：
Malacria, Max
影响因子：
4.3
作者：
Battiste, MA;Pelphrey, PM;Wrightthl, DL
通讯作者：
Wrightthl, DL
影响因子：
15
作者：
Cope, AC;Hardy, EM
通讯作者：
Hardy, EM
影响因子：
5.2
作者：
Dudnik, Alexander S.;Schwier, Todd;Gevorgyan, Vladimir
通讯作者：
Gevorgyan, Vladimir