Highly Efficient, Facile, Room Temperature Intermolecular [5+2] Cycloadditions Catalyzed by Cationic Rhodium(I): One Step to Cycloheptenes and Their Libraries

被引:44
|
作者
Wender, Paul A. [1 ]
Sirois, Lauren E.
Stemmler, Rene T.
Williams, Travis J.
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
基金
美国国家科学基金会;
关键词
ASYMMETRIC TOTAL-SYNTHESIS; DIELS-ALDER REACTION; 7-MEMBERED RINGS; CYCLOISOMERIZATION REACTIONS; POLYCYCLIC COMPOUNDS; INTRAMOLECULAR 4+2; METAL; VINYLCYCLOPROPANES; COMPLEXES; ALLENES;
D O I
10.1021/ol100337m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A cationic rhodium(I) complex-[(C(10)H(8))Rh(cod)](+) SbF(6)(-)-Catalyzes the remarkably efficient intermolecular [5 + 2] cycloaddition of vinylcyclopropanes (VCPs) and various alkynes, providing cycloheptene cycloadducts in excellent yields in minutes at room temperature. The efficacy and selectivity of this catalyst are also shown in a novel diversification strategy, affording a cycloadduct library in one step from nine commercially available components.
引用
收藏
页码:1604 / 1607
页数:4
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