铑催化不对称磷杂环氧化合物芳基化反应中的动态动力学拆分。
Dynamic Kinetic Resolution in Rhodium-Catalyzed Asymmetric Arylation of Phospholene Oxides.
机构信息
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University , 21 Nanyang Link, Singapore 637371, Singapore.
Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543, Singapore.
出版信息
J Am Chem Soc. 2017 Jun 21;139(24):8122-8125. doi: 10.1021/jacs.7b04570. Epub 2017 Jun 8.
The reaction of 2,5-dihydro-1H-phosphole 1-oxide 1 with ArB(pin) 3 in the presence of a chiral (R)-segphos-rhodium catalyst under highly basic conditions (10 equiv of KOH) gave high yields of (1S,3S)-3-arylphospholane 1-oxide 4 with high diastereoselectivity as well as high enantioselectivity. Equilibration of 1 with its 2,3-dihydro isomer 2, which is chiral and racemic, by base-catalyzed olefin isomerization followed by kinetic resolution of 2 with the chiral rhodium catalyst realized the present dynamic kinetic resolution.
2,5-二氢-1H-磷杂环戊烯 1-氧化物 1 在强碱条件下（10 当量的 KOH）与 ArB(pin) 3 反应，并使用手性 (R)-segphos-铑催化剂，以高产率和高对映选择性得到（1S,3S）-3-芳基磷杂环戊烷 1-氧化物 4。通过碱催化的烯烃异构化平衡 1 与其手性和外消旋的 2,3-二氢异构体 2，然后用手性铑催化剂对 2 进行动力学拆分，实现了目前的动态动力学拆分。
Zotero 插件