Catalytic approaches to chemo-and site-selective transformation of carbohydrates

K Yamatsugu, M Kanai - Chemical Reviews, 2023 - ACS Publications
Carbohydrates are a fundamental unit playing pivotal roles in all the biological processes. It
is thus essential to develop methods for synthesizing, functionalizing, and manipulating …

Site-selective functionalization of hydroxyl groups in carbohydrate derivatives

V Dimakos, MS Taylor - Chemical reviews, 2018 - ACS Publications
Methods for site-selective transformations of hydroxyl groups in carbohydrate derivatives are
reviewed. The construction of oligosaccharides of defined connectivity hinges on such …

“One-pot” protection, glycosylation, and protection–glycosylation strategies of carbohydrates

SS Kulkarni, CC Wang, NM Sabbavarapu… - Chemical …, 2018 - ACS Publications
Carbohydrates, which are ubiquitously distributed throughout the three domains of life, play
significant roles in a variety of vital biological processes. Access to unique and …

Applications of nonenzymatic catalysts to the alteration of natural products

CR Shugrue, SJ Miller - Chemical reviews, 2017 - ACS Publications
The application of small molecules as catalysts for the diversification of natural product
scaffolds is reviewed. Specifically, principles that relate to the selectivity challenges intrinsic …

Organocatalytic Enantioselective Acyl Transfer onto Racemic as well as meso Alcohols, Amines, and Thiols

CE Müller, PR Schreiner - Angewandte Chemie International …, 2011 - Wiley Online Library
Acyl transfer is at the heart of functional‐group transfers utilized both in nature and in the
chemical laboratory. Acylations are part of the natural assembly machinery for the …

Toward automated oligosaccharide synthesis

CH Hsu, SC Hung, CY Wu… - Angewandte Chemie …, 2011 - Wiley Online Library
Carbohydrates have been shown to play important roles in biological processes. The pace
of development in carbohydrate research is, however, relatively slow due to the problems …

Regioselective acylation, alkylation, silylation and glycosylation of monosaccharides

J Lawandi, S Rocheleau, N Moitessier - Tetrahedron, 2016 - Elsevier
Many organisms use sugars as building blocks for more complex structures in nature such
as cellulose in plants and chitin in crustaceans. To construct these large polysaccharides …

Synthesis of carbohydrate building blocks via regioselective uniform protection/deprotection strategies

T Wang, AV Demchenko - Organic & biomolecular chemistry, 2019 - pubs.rsc.org
Discussed herein is the synthesis of partially protected carbohydrates by manipulating only
one type of a protecting group for a given substrate. The first focus of this review is the …

Total synthesis of ellagitannins through regioselective sequential functionalization of unprotected glucose

H Takeuchi, K Mishiro, Y Ueda… - Angewandte Chemie …, 2015 - Wiley Online Library
Short total syntheses of natural glycosides (ellagitannins) were performed through
sequential and regioselective functionalization of the hydroxy groups of unprotected …

Chiral copper (II) complex-catalyzed reactions of partially protected carbohydrates

CL Allen, SJ Miller - Organic letters, 2013 - ACS Publications
Catalyst-controlled regioselective functionalization of partially protected saccharide
molecules is a highly important yet under-developed area of carbohydrate chemistry. Such …