Total synthesis of (-)-callystatin A.
[reaction: see text] The enantioselective synthesis of callystatin A is described. The pivotal step in the synthesis is the stereoselective aldol reaction that generates the beta-hydroxy ketone moiety. Utilizing the allylic strain within the ethyl ketone precursor, we were able to generate the all-syn configuration of callystatin A. For the construction of the two diene moieties, both a Heck coupling and a Wittig reaction were employed.
Kalesse
M
M
Institut für Organische Chemie, Universität Hannover, Schneiderberg 1B, 30167 Hannover, Germany. kalesse@mbox.oci.uni-hannover.de
Quitschalle
M
M
Khandavalli
C P
CP
Saeed
A
A
D000818:Animals; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis*; D011161:Porifera / Q000737:chemistry
D005231:Fatty Acids, Unsaturated; C421091:callystatin A