Heyboer Ethan M P, Pullara Wesley A, Bacsa John, Blakey Simon B
Department of Chemistry, Emory University, Atlanta, Georgia 30322, United States.
Org Lett. 2025 Jul 11;27(27):7412-7416. doi: 10.1021/acs.orglett.5c02176. Epub 2025 Jun 29.
We describe the development of a three-component enantioselective 3,4-amino oxygenation protocol for 1,3-dienes enabled by a highly methylated electron-rich planar chiral rhodium indenyl catalyst. This transformation furnishes vicinal amino alcohol motifs in synthetically useful yields (19-86%) and excellent enantioselectivities (up to 99.5:0.5 er). We demonstrate its utility for a variety of activated and unactivated dienes coupled with a broad scope of dioxazolone and alcohol coupling partners.
我们描述了一种由高度甲基化的富电子平面手性铑茚基催化剂实现的用于1,3 - 二烯的三组分对映选择性3,4 - 氨基氧化反应方法的开发。该转化以合成有用的产率(19 - 86%)和优异的对映选择性(高达99.5:0.5的对映体过量)提供了邻位氨基醇结构单元。我们展示了其对于各种活化和未活化二烯与广泛的二恶唑酮和醇偶联伙伴的实用性。