Practical and General Alcohol Deoxygenation Protocol

OP Williams, AF Chmiel, M Mikhael… - Angewandte Chemie …, 2023 - Wiley Online Library
Herein, we describe a practical protocol for the removal of alcohol functional groups through
reductive cleavage of their benzoate ester analogs. This transformation requires a strong …

Site-selective C–O bond editing of unprotected saccharides

G Wang, CC Ho, Z Zhou, YJ Hao, J Lv… - Journal of the …, 2023 - ACS Publications
Glucose and its polyhydroxy saccharide analogs are complex molecules that serve as
essential structural components in biomacromolecules, natural products, medicines, and …

Stereoselective protection-free modification of 3-keto-saccharides

N Marinus, N Tahiri, M Duca, LMCM Mouthaan… - Organic …, 2020 - ACS Publications
Unprotected 3-keto-saccharides have become readily accessible via site-selective
oxidation, but their protection-free functionalization is relatively unexplored. Here we show …

Effective organotin-mediated regioselective functionalization of unprotected carbohydrates

Y Zhou, KS Liao, TY Chen, YSY Hsieh… - The Journal of Organic …, 2023 - ACS Publications
Regioselective functionalization of unprotected carbohydrates at a secondary OH group in
the presence of primary OH groups based on the commonly used organotin-mediated …

Regioselective Sulfonylation/Acylation of Carbohydrates Catalyzed by FeCl3 Combined with Benzoyltrifluoroacetone and Its Mechanism Study

J Lv, JJ Zhu, Y Liu, H Dong - The Journal of Organic Chemistry, 2020 - ACS Publications
A catalytic amount of FeCl3 combined with benzoyl trifluoroacetone (Hbtfa)(FeCl3/Hbtfa=
1/2) was used to catalyze sulfonylation/acylation of diols and polyols using …

Stannous chloride as a low toxicity and extremely cheap catalyst for regio-/site-selective acylation with unusually broad substrate scope

J Lv, JC Yu, GJ Feng, T Luo, H Dong - Green Chemistry, 2020 - pubs.rsc.org
This work reports stannous chloride (SnCl2)-catalyzed regio-/site-selective acylation with
unusually broad substrate scope. In addition to 1, 2-and 1, 3-diols and glycosides containing …

Recent Progress in the Synthesis and Glycosylation of Rare Sugars

M Wenninger, ML Poulsen, ME Larsen, NM Hauser - Synthesis, 2024 - thieme-connect.com
Out of 42 naturally occurring monosaccharides, only seven are abundant in Nature (glucose,
galactose, mannose, fructose, xylose, ribose, and l-arabinose), while the others have been …

On the Origin of Regioselectivity in Palladium‐Catalyzed Oxidation of Glucosides

IC Wan, TA Hamlin, NNHM Eisink… - European Journal of …, 2021 - Wiley Online Library
The palladium‐catalyzed oxidation of glucopyranosides has been investigated using
relativistic density functional theory (DFT) at ZORA‐BLYP− D3 (BJ)/TZ2P. The complete …

Site-selective molecular transformation: acylation of hydroxy groups and C–H amination

Y Ueda - Chemical and Pharmaceutical Bulletin, 2021 - jstage.jst.go.jp
Control of site selectivity is an exciting direction for synthetic organic chemistry owing to the
possibility of selective modification of multifunctionalized molecules, ultimately including …

Ester hydrogenolysis via β-C–O bond cleavage catalysed by a phenanthroline-based PNNP-cobalt (i) complex

H Zhang, Y Shimoyama, Y Nakajima - Chemical Communications, 2024 - pubs.rsc.org
A Co (I) catalyst bearing a phenanthroline-based PNNP ligand (2, 9-bis
((diphenylphosphanyl) methyl)-1, 10-phenanthroline) exhibits long-range metal ligand …