期刊
JOURNAL OF FLUORINE CHEMISTRY
卷 189, 期 -, 页码 13-21出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2016.07.010
关键词
Fluorine-containing compound; Dimethyl 2-fluoromalonate; Allylation; Sulfonamide-pyridine ligand; Enantioselectivity
资金
- NSFC [21272175]
- Shanghai science and technology commission [14DZ2261100]
Chiral o-aniline sulfoxides serving as chiral sulfurous source were synthesized, from which new sulfonamide-pyridine ligands were made in three-steps. These compounds proved to be efficient S,N-ligands for enantiocontrol of palladium-catalyzed allylic substitutions of dimethyl 2-fluoromalonate. The induced effect of the Pd/S,N-ligand catalyst on the enantioselectivity depends on the steric demand of the substituent on the sulfoxide moiety. This method provided the fluorine-containing allylic products with up to 94% ee. (C) 2016 Elsevier B.V. All rights reserved.
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