Hoang Gia L, Yang Zhao-Di, Smith Sean M, Pal Rhitankar, Miska Judy L, Pérez Damaris E, Pelter Libbie S W, Zeng Xiao Cheng, Takacs James M
Department of Chemistry, University of Nebraska-Lincoln , Lincoln, Nebraska 68588, United States.
Org Lett. 2015 Feb 20;17(4):940-3. doi: 10.1021/ol503764d. Epub 2015 Feb 2.
The rhodium-catalyzed enantioselective desymmetrization of symmetric γ,δ-unsaturated amides via carbonyl-directed catalytic asymmetric hydroboration (directed CAHB) affords chiral secondary organoboronates with up to 98% ee. The chiral γ-borylated products undergo palladium-catalyzed Suzuki-Miyaura cross-coupling via the trifluoroborate salt with stereoretention.
通过羰基导向的催化不对称硼氢化反应(定向CAHB),铑催化对称γ,δ-不饱和酰胺的对映选择性去对称化反应可得到对映体过量高达98%的手性二级有机硼酸酯。手性γ-硼化产物通过三氟硼酸盐进行钯催化的铃木-宫浦交叉偶联反应,并保持立体化学构型。