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1 article(s) from Cordero, Franca M

Rh-Catalyzed rearrangement of vinylcyclopropane to 1,3-diene units attached to N-heterocycles

Franca M. Cordero,
Carolina Vurchio,
Stefano Cicchi,
Armin de Meijere and
Alberto Brandi

Beilstein J. Org. Chem. 2011, 7, 298–303, doi:10.3762/bjoc.7.39

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Scheme 1: General approach to spirocyclopropanated tetrahydropyridones by 1,3-dipolar cycloaddition/thermal r...

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Scheme 2: Synthesis of tetrahydrospiro[cyclopropane-1,1’(2’H,6’H)-pyrido[2,1-a]isoquinolin]-2’-one 8.

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Scheme 3: Synthesis of 7’-oxohexahydro spiro[cyclopropane-1-8’(5’H)indolizines] 12.

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Scheme 4: Olefination of spirocyclopropanated heterocyclic ketones 8, 12 and 16.

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Figure 1: Key NOE interactions. 18: 11b-H/11-H, 11b-H/6-H, 11b-H/H_t, H_v/2-CH₃; E-19: H_b/CH₃, H_c/11b-H, H_c/11-...

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Scheme 5: Rearrangement of VCPs 15 and 17 catalyzed by Rh(PPh₃)₃Cl.

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Scheme 6: Mechanism of the rearrangement of heterocyclic VCPs catalyzed by Rh(PPh₃)₃Cl.

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Published 09 Mar 2011

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