An Insight into Substrate-Dependent Fluorination of some Highly Substituted Alicyclic Scaffolds

Kiss, Lorand and Petrovszki, Ágnes and Vass, Csaba and Nonn, Melinda and Sillanpää, Reijo and Haukka, Matti and Fustero, Santos and Fülöp, Ferenc (2017) An Insight into Substrate-Dependent Fluorination of some Highly Substituted Alicyclic Scaffolds. Chemistry Select, 2. pp. 3049-3052.

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Abstract

The substrate-dependent fluorination of some highly-functionalized cyclopentane derivatives with multiple chiral centers has been investigated. The key steps of the stereocontrolled syntheses are the oxidative cleavage of the ring carbon–carbon double bond of readily available diexo or diendo norbornene b amino acid derivatives followed by transformation of the resulted dialdehyde stereoisomers by reduction. Finally, substrate-directable chemodifferentiation of different types of hydroxy groups under fluorination procedures gave variou

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