Markovnikov vinylborinates from 9-oxa-10-borabicyclo[3.3.2]decanes

Article abstract of DOI:10.1016/S0040-4039(97)01578-5

Alkylborinates 1 react with α-methoxyvinyllithium (LiAMV) to produce stable 'ate' complexes, 2, which undergo BCl₃-induced alkyl group migration providing new air-stable vinylborinates, 3. These intermediates which are readily converted to either unsymmetrical 1,1-disubstituted alkenes (7) via the Suzuki-Miyaura coupling or, oxidatively, to methyl ketones, (8), one of which was converted to the antihistaminic drug, metron S, 10.