Luo Lan, Yamamoto Hisashi
Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA.
Org Biomol Chem. 2015 Nov 14;13(42):10466-70. doi: 10.1039/c5ob01808k. Epub 2015 Oct 6.
A virtually complete enantioselective synthesis of 3-amino-1,2-diols with three consecutive stereocenters was accomplished by a sequential cascade of two kinetic resolutions, which features a Sharpless or Hafnium-catalyzed asymmetric epoxidation and a subsequent W-catalyzed aminolysis. Enantiopure products with up to >99.9% ee and >99.9 : 0.1 dr were obtained and could serve as potential building blocks for pharmaceutical or biological significant molecules.
通过两个动力学拆分的连续串联反应，实现了具有三个连续立体中心的3-氨基-1,2-二醇的几乎完全对映选择性合成，该反应以Sharpless或铪催化的不对称环氧化以及随后的钨催化氨解为特征。获得了对映体纯的产物，其对映体过量（ee）高达>99.9%，非对映体比例（dr）>99.9:0.1，可作为具有药物或生物学意义的重要分子的潜在构建单元。
