Department of Chemistry, School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, Wuhan 430070, China.
Chem Commun (Camb). 2020 Sep 7;56(69):10030-10033. doi: 10.1039/d0cc00367k. Epub 2020 Jul 30.
Chiral phosphoric acid-catalyzed asymmetric aldehyde prenylation has been established using an α,α-dimethyl allyl boronic ester. The transformation provides expedient access to a wide array of aryl, heteroaryl, aryl-substituted alkenyl and primary and secondary aliphatic homoprenyl alcohols with excellent asymmetric induction. The utility of this asymmetric catalysis strategy has been demonstrated through a short and efficient total synthesis of the two natural products (-)-rosiridol and (-)-bifurcadiol.
手性磷酸催化的不对称醛烯丙基化反应已经采用α,α-二甲基烯丙基硼酸酯建立。该转化提供了一种简便的方法，可获得广泛的芳基、杂芳基、芳基取代的烯基以及伯烯基和仲脂肪族同烯丙基醇，具有优异的不对称诱导。该不对称催化策略的实用性已通过两种天然产物（-）-罗西罗醇和（-）-分叉二醇的简短而有效的全合成得到证明。
