Department of Chemistry and Biochemistry, Auburn University, Auburn, Alabama 36849, United States.
College of Pharmacy, State Key Laboratory of Medical Chemical Biology, Nankai University, Tianjin, China.
Org Lett. 2021 Aug 6;23(15):6035-6040. doi: 10.1021/acs.orglett.1c02086. Epub 2021 Jul 20.
Stereoselective synthesis of ()-δ-vinyl-homoallylic alcohols was developed. Starting from α-vinyl allylboronate, Cu-catalyzed allylation of aldehydes or ketones forms secondary or tertiary δ-vinyl-homoallylic alcohols with high -selectivities. It is proposed that the reaction operates under the Curtin-Hammett principle via the intermediacy of α-vinyl allylic copper species to give the alcohol products with high -selectivities.
发展了（）-δ-乙烯基高烯丙醇的立体选择性合成。以α-乙烯基烯丙基硼酸酯为起始原料，Cu 催化醛或酮的烯丙基化反应，以高立体选择性得到仲或叔δ-乙烯基高烯丙醇。该反应遵循 Curtin-Hammett 原理，经由α-乙烯基烯丙基铜物种中间体进行，得到高立体选择性的醇产物。
