Stereoselective functionalization of beta-iodo-alpha,beta-unsaturated ketones via an iodine-copper exchange reaction.
[reaction: see text] Beta-iodo-alpha,beta-unsaturated carbonyl compounds undergo a stereoselective iodine-copper exchange reaction with (Nphyl)(2)CuLi, providing the corresponding alkenyl cuprates with retention of the double bond configuration. No competitive addition/elimination was observed, and the resulting cuprates were successfully functionalized with various electrophiles.
Yang
Xiaoyin
X
Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, Haus F, 81377 München, Germany.
Knochel
Paul
P