1 research outputs found
Excited-State Dynamics Achieved Ultimate Stereocontrol of Photocyclodimerization of Anthracenecarboxylates on a Glucose Scaffold
Near-perfect stereoselectivity was
attained in the diastereodifferentiating
[4 + 4] photocyclodimerization of 2-anthracenecarboxylates tethered
to a glucose scaffold not by thermodynamically tuning the conformer
equilibrium in the ground state but by kinetically controlling the
conformer dynamics and reactivity in the excited state, which enabled
us, after removal of the scaffold, to obtain a single enantiomer of
chiral <i>anti-head-to-head</i>-cyclodimer in >99% optical
and 96% chemical yield from an ensemble of four precursor conformers