Chemoselective, Substrate-directed Fluorination of Functionalized Cyclopentane β-Amino Acids
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文摘
This work describes a substrate-directed fluorination of some highly functionalized cyclopentane derivatives. The cyclic products incorporating CH2F or CHF2 moieties in their structure have been synthesized from diexo- or diendo-norbornene β-amino acids following a stereocontrolled strategy. The synthetic study was based on an oxidative transformation of the ring carbon–carbon double bond of the norbornene β-amino acids, followed by transformation of the resulted „all cis“ and „trans“ diformyl intermediates by fluorination with „chemodifferentiation“.

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