de Vicente Javier, Betzemeier Bodo, Rychnovsky Scott D
Department of Chemistry, 516 Rowland Hall, University of California, Irvine, California 92697-2025, USA.
Org Lett. 2005 Apr 28;7(9):1853-6. doi: 10.1021/ol050477l.
[reaction: see text] A concise route to an advance precursor (3) of the central core of amphidinol 3, a natural occurring polyketide, has been developed by applying a reductive lithiation as key step. The origin of the diastereoselectivity of this reaction was comprehensively studied for nucleophilic C-glycoside donor 5 and differently protected analogues.