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Beilstein J. Org. Chem. 2011, 7, 298–303, doi:10.3762/bjoc.7.39
Graphical Abstract
Scheme 1: General approach to spirocyclopropanated tetrahydropyridones by 1,3-dipolar cycloaddition/thermal r...
Scheme 2: Synthesis of tetrahydrospiro[cyclopropane-1,1’(2’H,6’H)-pyrido[2,1-a]isoquinolin]-2’-one 8.
Scheme 3: Synthesis of 7’-oxohexahydro spiro[cyclopropane-1-8’(5’H)indolizines] 12.
Scheme 4: Olefination of spirocyclopropanated heterocyclic ketones 8, 12 and 16.
Figure 1: Key NOE interactions. 18: 11b-H/11-H, 11b-H/6-H, 11b-H/Ht, Hv/2-CH3; E-19: Hb/CH3, Hc/11b-H, Hc/11-...
Scheme 5: Rearrangement of VCPs 15 and 17 catalyzed by Rh(PPh3)3Cl.
Scheme 6: Mechanism of the rearrangement of heterocyclic VCPs catalyzed by Rh(PPh3)3Cl.