(S)-2-Bromo-1-(pent-4-en-2-yloxy)-4-(trifluoromethoxy)benzene → (S)-6-Methyl-2-(2-(pent-4-en-2-yloxy)-5-(trifluoromethoxy)phenyl)-1,3,6,2-dioxazaborocane-4,8-dione

Participants

Reaction Steps

Prepared in 68% yield from (S)-2-bromo-1-(pent-4-en-2-yloxy)-4-(trifluoromethoxy)benzene following the same procedure as (S)-2-(4,5-difluoro-2-(pent-4-en-2-yloxy)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione. 1H NMR (400 MHz, CDCl3) δ 7.57 (d, J=3.0 Hz, 1H), 7.23 (dd, J=8.8, 3.0 Hz, 1H), 6.93 (d, J=8.8 Hz, 1H), 5.90-5.77 (m, 1H), 5.19-5.11 (m, 2H), 4.69-4.60 (m, 1H), 4.12 (d, J=16.1 Hz, 1H), 4.01-3.85 (m, 3H), 2.71 (s, 3H), 2.53 (dt, J=14.4, 7.1 Hz, 1H), 2.44-2.34 (m, 1H), 1.32 (d, J=6.0 Hz, 3H); 19F NMR (376 MHz, CDCl3) δ −58.20 (s, 3F).

Provenance & Evidence