ol7b03860_si_001.pdf (8.62 MB)
Enantioselective Copper-Catalyzed Methylboration of Alkenes
journal contribution
posted on 2018-02-20, 20:16 authored by Bin Chen, Peng Cao, Yang Liao, Min Wang, Jian LiaoAn enantioselective Cu-catalyzed
borylative cross-coupling reaction
of alkenes, bis(pinacolato)diboron (B2(pin)2), and methyl iodide is reported. Alkenes including styrenes, β-substituted
styrenes, and challenging aliphatic olefins were smoothly transferred
to the desired methylboration products with excellent diastereoselectivities
(dr up to >99:1) and enantioselectivities (er up to 99:1). The
utility
of this process was demonstrated by the synthesis of naproxen and
formal synthesis of two natural products.