Strained polycycles by H5C5x free-radical cascades.
[reaction: see text] An H(5)C(5x)-type free-radical chain reaction selectively generates up to three new bonds and three new stereocenters in one pot. This previously unexploited strategy provides a straightforward route to the tricyclic cyclopenta[c]indene skeleton, present in a wide range of pharmacologically active natural products, and can significantly simplify the synthesis of other strained polycyclic structures by sidestepping protection, deprotection, and functional group interconversion steps.
Moman
Edelmiro
E
Departamento de Química Organica y Unidad Asociada al CSIC, Universidad de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
Nicoletti
Daniel
D
Mouriño
Antonio
A