通过对映选择性α-氟化作用将不对称催化与天然产物功能化相结合。
Combining asymmetric catalysis with natural product functionalization through enantioselective alpha-fluorination.
机构信息
Department of Chemistry, Johns Hopkins University, 3400 North Charles Street, Baltimore, Maryland 21218, USA.
出版信息
J Org Chem. 2010 Feb 5;75(3):969-71. doi: 10.1021/jo9024072.
Abstract
An examination into the derivatization of various natural products using newly developed alpha-fluorination methodology is disclosed. An activated ketene enolate, generated from an acid chloride, is allowed to react with an electrophilic fluorine source (NFSi). Quenching the reaction with a nucleophilic natural product produces biologically relevant alpha-fluorinated carbonyl derivatives of select chemotherapeutics, antibiotics, and other pharmaceuticals.
摘要
本文介绍了一种新的α-氟化方法在各种天然产物衍生化中的应用。通过酰氯生成的活化烯酮烯醇化物与亲电性氟源（NFSi）反应。用亲核天然产物猝灭反应，可以得到具有生物相关性的选择化疗药物、抗生素和其他药物的α-氟化羰基衍生物。
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