Conformationally locked cis-1,2-diaminocyclohexane-based chiral ligands for asymmetric catalysis
van Beek, Carim 1Samoshin, Vyacheslav V.1
扫码查看
点击上方二维码区域，可以放大扫码查看
作者信息
1. Univ Pacific
折叠
Abstract
An efficient synthesis for a new conformationally locked chiral cis-1,2-diaminocyclohexane scaffold has been developed. The conformational lock allows for convenient symmetrical derivatization of the amino groups through the reductive amination strategy. A series of optically pure chiral ligands based on the cis-DACH scaffold has been generated to demonstrate a proof-of-concept for these ligands as chiral catalysts in the asymmetric Henry reaction. Excellent yields with moderate enantioselectivity were demonstrated at room temperature, with an increase in enantioselectivity at lower temperatures, showing the potential of this new type of cis-DACH ligand.(c) 2022 Elsevier Ltd. All rights reserved.
Key words
Chiralcis-1/2-diaminocyclohexanes/Chiral cis-DACH ligands/Conformational lock/Chemical resolution/Enzymatic resolution/Asymmetric Henry Reaction/HENRY REACTION/TRANSFER HYDROGENATION/DIAMINES/KETONES
NSTL
Elsevier