Zusammenfassung
A stereoselective,solvent- and metal-free endocyclic C-Cbond cleavage of monocyclopropanated cyclopentadienes mediated bystrong acids was developed, leading to highly functionalized six-memberedcarbocycles with high stereocontrol. The critical step for this ring-expansionis the formation of a cyclopropyl carbocation that undergoes endocyclicring opening via an SN2 '-type attack of ...
Zusammenfassung
A stereoselective,solvent- and metal-free endocyclic C-Cbond cleavage of monocyclopropanated cyclopentadienes mediated bystrong acids was developed, leading to highly functionalized six-memberedcarbocycles with high stereocontrol. The critical step for this ring-expansionis the formation of a cyclopropyl carbocation that undergoes endocyclicring opening via an SN2 '-type attack of variousnucleophiles. Subsequent synthetic transformations show the versatilityof the resulting cyclohexenes for the synthesis of new compounds withnonconventional substitution patterns.
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