期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 14, 期 18, 页码 5519-5527出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200800221
关键词
asymmetric synthesis; carbanions; catalysis; chirality; enantioselectivity
The enantioselective reactions of lithiated benzyl trifluoromethyl sultones with a substoichiometric amount of a bis(oxazoline) and various aldehydes is disclosed. The products were formed with excellent diastereo- and enantioselectivities. Fluorination of the sulfone with N-fluorobenzenesulfonimide and a stoichiometric amount of a bis(oxazoline) gave products with extremely high enantioselectivities (up to 99% ee; ee = enantiomeric excess). The enantioselective reaction was confirmed to proceed through a dynamic thermodynamic resolution pathway.
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