手性 FLP 催化的 3-氟色酮不对称氢化反应。

Chiral FLP-catalyzed asymmetric hydrogenation of 3-fluorinated chromones.

机构信息

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.

University of Chinese Academy of Sciences, Beijing 100049, China.

出版信息

Chem Commun (Camb). 2022 Feb 1;58(10):1558-1560. doi: 10.1039/d1cc06964k.

DOI:10.1039/d1cc06964k

PMID:35014638

Abstract

The asymmetric hydrogenation of fluorinated olefins is an efficient pathway towards the synthesis of chiral fluorine-containing compounds. This paper described metal-free asymmetric hydrogenation of 3-fluorinated chromones with the use of readily available achiral borane and chiral oxazoline as an FLP catalyst for the first time. A variety of optically active 3-fluorochroman-4-ones were obtained in high yields with up to 88% ee.

摘要

氟代烯烃的不对称氢化是合成手性含氟化合物的有效途径。本文首次报道了无金属条件下，利用易得的非手性硼烷和手性恶唑啉作为 FLP 催化剂，对 3-氟色酮进行不对称氢化反应。多种光学活性的 3-氟色满-4-酮以高达 88%的对映选择性获得高产率。