Designing fluorinated cinchona alkaloids for enantioselective catalysis: Controlling internal rotation by a fluorine-ammonium ion gauche effect (ψNCCF)
The C9 position of cinchona alkaloids functions as a molecular hinge, with internal rotations around the C8-C9 (τ1) and C9-C4′ (τ2) bonds giving rise to four low energy conformers (1; anti-closed, anti-open, syn-closed, and syn-open)
Tanzer, Eva-Maria,Schweizer, W. Bernd,Ebert, Marc-Olivier,Gilmour, Ryan
p. 2006 - 2013
(2012/03/27)
Nitrogen photochemistry. V. A new photochemical reduction of the cinchona alkaloids, quinine, quinidine, cinchonidine, cinchonine.
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Stenberg,Travecedo
p. 4131 - 4136
(2007/10/04)
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