Highly Diastereoselective Construction of Carbon– Heteroatom Quaternary Stereogenic Centers in the Synthesis of Analogs of Bioactive Compounds: From Monofluorinated Epoxyalkylphosphonates to α-Fluoro-, β-, or γ-Amino Alcohol Derivatives of Alkylphosphonates

Highly Diastereoselective Construction of Carbon– Heteroatom Quaternary Stereogenic Centers in the Synthesis of Analogs of Bioactive Compounds: From Monofluorinated Epoxyalkylphosphonates to α-Fluoro-, β-, or γ-Amino Alcohol Derivatives of Alkylphosphonates

The synthesis of the stable surrogates of an important amino acid (R)-4-amino-3-hydroxybutyric acid (GABOB) such as substituted hydroxy aminophosphonic acids bearing a quaternary stereogenic center is presented. Highly diastereoselective formations of fluorinated spiroepoxy alkylphosphonate or relat...

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Bibliographic Details
Main Authors: Magdalena Rapp, Klaudia Margas-Musielak, Patrycja Kaczmarek, Agnieszka Witkowska, Tomasz Cytlak, Tomasz Siodła, Henryk Koroniak
Format: Article
Language:English
Published: Frontiers Media S.A. 2021-06-01
Series:Frontiers in Chemistry
Subjects:
diastereoselectivity
quaternary stereogenic center
aminophosphonates
fluorinated phosphonates
aminoalcohols
epoxyalkylphosphonates
Online Access:https://www.frontiersin.org/articles/10.3389/fchem.2021.613633/full

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