A catalytic method for the preparation of polysubstituted cyclopentanes: [3+2] cycloaddition of vinylidenecyclopropanes with activated olefins catalyzed by triflic imide.
[3+2] Cycloadditions of vinylidenecyclopropanes (VDCPs) with electron-deficient olefins, such as methyl vinyl ketone (MVK) and acrylaldehyde, proceed smoothly in the presence of a catalytic amount of triflic imide (Tf(2)NH) to give the corresponding functionalized cyclopentanes in good to high yields.
Li
Wei
W
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
Shi
Min
M
D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003517:Cyclopentanes / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D004583:Electrons; D008698:Mesylates / Q000737:chemistry*
D000475:Alkenes; D003517:Cyclopentanes; D003521:Cyclopropanes; D008698:Mesylates; C030797:cyclopropane; C538740:triflic imide