Fluorine and fluorinated motifs in the design and application of bioisosteres for drug design

NA Meanwell - Journal of medicinal chemistry, 2018 - ACS Publications
The electronic properties and relatively small size of fluorine endow it with considerable
versatility as a bioisostere and it has found application as a substitute for lone pairs of …

Applications of fluorine-containing amino acids for drug design

H Mei, J Han, KD Klika, K Izawa, T Sato… - European journal of …, 2020 - Elsevier
Fluorine-containing amino acids are becoming increasingly prominent in new drugs due to
two general trends in the modern pharmaceutical industry. Firstly, the growing acceptance of …

Tailor‐made amino acids and fluorinated motifs as prominent traits in modern pharmaceuticals

H Mei, J Han, S White, DJ Graham… - … A European Journal, 2020 - Wiley Online Library
Structural analysis of modern pharmaceutical practices allows for the identification of two
rapidly growing trends: the introduction of tailor‐made amino acids and the exploitation of …

Crystallization-induced diastereomer transformations

KMJ Brands, AJ Davies - Chemical reviews, 2006 - ACS Publications
In modern organic synthesis chromatographic separation of crude reaction products has
largely supplanted the more time-consuming development of an efficient crystallization. 1 As …

Asymmetric synthesis of α-amino acids via homologation of Ni (II) complexes of glycine Schiff bases; Part 1: alkyl halide alkylations

AE Sorochinsky, JL Aceña, H Moriwaki, T Sato… - Amino Acids, 2013 - Springer
Alkylations of chiral or achiral Ni (II) complexes of glycine Schiff bases constitute a landmark
in the development of practical methodology for asymmetric synthesis of α-amino acids …

Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains

SA Miles, JA Nillama, L Hunter - Molecules, 2023 - mdpi.com
Side chain-fluorinated amino acids are useful tools in medicinal chemistry and protein
science. In this review, we outline some general strategies for incorporating fluorine atom (s) …

Phenomenon of optical self-purification of chiral non-racemic compounds

VA Soloshonok, H Ueki, M Yasumoto… - Journal of the …, 2007 - ACS Publications
Owing to a faster rate of sublimation of the racemic form as compared to the optically pure
form, optical purification occurred without any external action or special environmental …

Asymmetric synthesis of fluorine-containing amines, amino alcohols, α-and β-amino acids mediated by chiral sulfinyl group

AE Sorochinsky, VA Soloshonok - Journal of Fluorine Chemistry, 2010 - Elsevier
This review article provides a critical overview of several different synthetic approaches
developed for asymmetric preparation of fluorine-containing amines, amino alcohols, α-and …

Synthesis of fluorine-containing α-amino acids in enantiomerically pure form via homologation of Ni (II) complexes of glycine and alanine Schiff bases

JL Aceña, AE Sorochinsky, H Moriwaki, T Sato… - Journal of Fluorine …, 2013 - Elsevier
Abstract Development of synthetic methodology for preparation of enantiomerically pure
fluorine containing amino acids (FAAs) is one of the most actively pursued areas of …

Synthesis of fluorinated amino acids

A Sutherland, CL Willis - Natural Product Reports, 2000 - pubs.rsc.org
1 Introduction 2 α-Amino acids with hydrocarbon side-chains (alanine, glycine, leucine,
phenylalanine and valine) 3 α-Amino acids with aliphatic hydroxylated or thiolated side …