Enantioselective synthesis of each stereoisomer of the pyranoid linalool oxides; the linalool route

摘要

Each of the four enantiomerically pure tetrahydropyran linalool oxides was prepared by separate enantioselective Sharpless dihydroxylation of (R)- or (S)-linalyl acetate with AD-mix-#alpha# or AD-mix-#beta#, followed by a completely stereoselective N-phenylselenophthalimide cyclization of an intermediate allylic alcohol.