Highly stereoselective anti SN2' substitutions of (Z)-allylic pentafluorobenzoates with polyfunctionalized zinc-copper reagents.
[reaction: see text] Allylic substitution reactions of zinc-copper organometallics on (Z)-allylic pentafluorobenzoates proceed with very high regioselectivity and excellent anti selectivity. The high fidelity in transfer of stereochemical information allowed a short synthesis of (+)-ibuprofen (97% ee).
Harrington-Frost
Nicole
N
Department Chemie, Ludwig-Maximilians-Universität, Butenandtstrasse 5-13, 81377, München, Germany.
Leuser
Helena
H
Calaza
M Isabel
MI
Kneisel
Florian F
FF
Knochel
Paul
P