Fig. 5: Mechanistic studies of competitive base-participated Michael/retro-Michael and alkene isomerization of 1a. | Nature Communications

Fig. 5: Mechanistic studies of competitive base-participated Michael/retro-Michael and alkene isomerization of 1a.

From: Stereospecific positional alkene isomerization enables bidirectional central-to-axial chirality transfer

Fig. 5

A Proposed mechanism for the conformational control of 1a. B Free energy diagrams for the positional alkene isomerization enabled by DABCO in MeOH. Gibbs free energy obtained at the M06-2X/def2-TZVPP(SMD, MeOH)// M06-2X/def2-SVP(SMD, MeOH) level. C Free energy diagrams for the positional alkene isomerization enabled by DBN in 1,4-dioxane. Gibbs free energy obtained at the M06-2X/def2-TZVPP(SMD, 1,4-dioxane)// M06-2X/def2-SVP(SMD, 1,4-dioxane) level. Critical intermediate and transition state structures, after optimization, are illustrated in panels B and C.

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