Biological activities of 3,4,5‐trihydroxypiperidines and their N‐ and O‐derivatives

K Prichard, D Campkin, N O'brien… - Chemical Biology & …, 2018 - Wiley Online Library
3, 4, 5‐Trihydroxypiperidines belong to the family of 1, 5‐dideoxy‐1, 5‐iminosugar natural
products and are structural analogues of pentose monosaccharides in the pyranose form …

Asymmetric Self‐ and Cross‐Aldol Reactions of Glycolaldehyde Catalyzed by D‐Fructose‐6‐phosphate Aldolase

X Garrabou, JA Castillo… - Angewandte Chemie …, 2009 - Wiley Online Library
Aldol additions are key chemical reactions for the construction of chiral complex
polyhydroxylated molecules.[1–4] Recent developments in direct aldol additions using bio …

C‐Branched Imino Sugars: Synthesis and Biological Relevance

C Dehoux‐Baudoin, Y Génisson - European Journal of Organic …, 2019 - Wiley Online Library
Only few naturally occurring pyrrolizidine imino sugars possess a geminal‐
hydroxyhydroxymethyl group. In search for more potent and selective inhibitors of …

Highly Chemoselective Pd−C Catalytic Hydrodechlorination Leading to the Highly Efficient N-Debenzylation of Benzylamines

C Cheng, J Sun, L Xing, J Xu, X Wang… - The Journal of organic …, 2009 - ACS Publications
In the presence of 1, 1, 2-trichloroethane, a novel procedure for the Pd− C catalytic N-
debenzylation of benzylamines was established. The method proceeded in a synergistic …

Remarkable stereoselectivity in intramolecular Borono-Mannich reactions: synthesis of conduramines

S Norsikian, JF Soulé, A Cannillo, R Guillot… - Organic …, 2012 - ACS Publications
An unprecedented intramolecular Petasis condensation provides a novel approach to
biologically important conduramines. The compounds are produced with an exclusive anti …

Stereoselective synthesis of fluoro-homoneplanocin A as a potential antiviral agent

G Chandra, MS Majik, JY Lee, LS Jeong - Organic letters, 2012 - ACS Publications
Fluoro-homoneplanocin A (4) was synthesized from d-ribose, via the enyne ring-closing
metathesis of 9, the stereoselective opening of epoxide 23a with fluoride, and a …

Double Reductive Amination and Selective Strecker Reaction of a D‐Lyxaric Aldehyde: Synthesis of Diversely Functionalized 3,4,5‐Trihydroxypiperidines

C Matassini, S Mirabella, A Goti… - European Journal of …, 2012 - Wiley Online Library
A d‐mannose‐derived aldehyde with the d‐lyxo configuration is a versatile key intermediate
to functionally and stereochemically diversified piperidines. It allowed the synthesis of …

Domino Imino-Aldol− Aza-Michael Reaction: One-Pot Diastereo-and Enantioselective Synthesis of Piperidines

MK Ghorai, S Halder, RK Das - The Journal of Organic Chemistry, 2010 - ACS Publications
Addition of α-arylmethylidene-or α-alkylidene-β-keto ester enolate to N-activated aldimines
via the imino aldol pathway followed by intramolecular aza-Michael reaction in a domino …

Polyhydroxyamino‐Piperidine‐Type Iminosugars and Pipecolic Acid Analogues from a D‐Mannose‐Derived Aldehyde

C Matassini, S Mirabella, X Ferhati… - European Journal of …, 2014 - Wiley Online Library
A general strategy for the synthesis of diversely substituted 3, 4, 5‐trihydroxypiperidines
(including two natural products), 5‐amino‐3, 4‐dihydroxypiperidines, 3, 4, 5 …

Molecular structure, vibrational spectra and HOMO, LUMO analysis of 4-piperidone by density functional theory and ab initio Hartree–Fock calculations

N Sundaraganesan, G Elango, C Meganathan… - Molecular …, 2009 - Taylor & Francis
Vibrational frequencies and geometrical parameters of 4-piperidone (4-PID) in the ground
state have been calculated by using the Hartree–Fock (HF) and density functional methods …