Michihiro Maemoto, Atsushi Kimishima, T. Nakata
Oct 7, 2009
Citations
0
Influential Citations
5
Citations
Journal
Organic letters
Abstract
Treatment of 6-methyl-tetrahydropyran derivatives, which have a 1'-mesyloxy group at the C2-side chain, with Me(3)Al effected stereoselective insertion of a methyl group at the C2-position to give 2,6-syn-dimethyl-tetrahydropyran derivatives. This reaction proceeds via removal of the mesyloxy group, 1,2-hydride shift, and stereoselective insertion of a methyl group into the resulting oxonium ion.