Stereoselective synthesis of the C(1)-C(13) segment of dolabelide B.
The efficient construction of the C(1)-C(13) segment of dolabelide B is described. A key element of the synthesis entails BITIP catalyzed asymmetric methallylation to establish the C(7) stereocenter, which was then used to direct the stereoselective installation of the C(9) and C(11) centers through Evans reduction and 1,5-anti aldol condensation, respectively.
Keck
Gary E
GE
Department of Chemistry, University of Utah, 315 South 1400 East, RM 2020, Salt Lake City, UT 84112-0850, USA.
McLaws
Mark D
MD