Harrington-Frost Nicole, Leuser Helena, Calaza M Isabel, Kneisel Florian F, Knochel Paul
Department Chemie, Ludwig-Maximilians-Universität, Butenandtstrasse 5-13, 81377, München, Germany.
Org Lett. 2003 Jun 12;5(12):2111-4. doi: 10.1021/ol034525i.
[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).
[反应:见正文] 锌铜有机金属化合物对(Z)-烯丙基五氟苯甲酸酯的烯丙基取代反应具有非常高的区域选择性和优异的反式选择性。立体化学信息转移的高保真度使得能够短步骤合成(+)-布洛芬(对映体过量97%)。