Reactions of 1, 2-cyclopropyl carbohydrates
Addition of a carbene to a glycal is the prominent method for the synthesis of 1, 2-
cyclopropyl carbohydrates. This incorporation of a cyclopropane into a carbohydrate scaffold …
cyclopropyl carbohydrates. This incorporation of a cyclopropane into a carbohydrate scaffold …
Glycosidic bond hydrolysis in septanosides: a comparison of mono-, di-, and 2-chloro-2-deoxy-septanosides
S Dey, N Jayaraman - Carbohydrate research, 2014 - Elsevier
A kinetic study of the hydrolytic stabilities of mono-, di-, and 2-chloro-2-deoxy septanosides,
under acid-catalysis, is reported herein. A comparison of mono-and diseptanosides, shows …
under acid-catalysis, is reported herein. A comparison of mono-and diseptanosides, shows …
Protecting group enabled stereocontrolled approach for rare-sugars talose/gulose via dual-ruthenium catalysis
We herein report a convenient and highly stereocontrolled approach for rare and vital ᴅ-talo
and ᴅ-gulo sugars directly from economical ᴅ-galactal through dual ruthenium-catalysis …
and ᴅ-gulo sugars directly from economical ᴅ-galactal through dual ruthenium-catalysis …
Concise synthesis of chloro-benzoconduritols via effect of acetyl chloride (AcCl): Mattocks type reaction
L Kelebekli - Synthetic Communications, 2023 - Taylor & Francis
Concise and effective synthesis of novel halobenzoconduritols by the action of acetyl
chloride is reported. Interesting monochloride and dichloride products are formed as a result …
chloride is reported. Interesting monochloride and dichloride products are formed as a result …
Mechanistic Studies on the Base-Promoted Ring Opening of Glycal-Derived gem-Dibromocyclopropanes
RJ Lepage, PW Moore, RJ Hewitt… - The Journal of …, 2021 - ACS Publications
In the presence of a nucleophilic base, ring-fused gem-dibromocyclopropanes derived from
d-glycals undergo ring opening to give 2-deoxy-2-(E-bromomethylene) glycosides. Such …
d-glycals undergo ring opening to give 2-deoxy-2-(E-bromomethylene) glycosides. Such …
Divergent synthesis of 2-C-branched pyranosides and oxepines from 1, 2-gem-dibromocyclopropyl carbohydrates
Abstract The ring opening of 1, 2-(gem-dibromo) cyclopropyl carbohydrates by two different
modes leads to either 2-C-(bromomethylene) pyranosides (using base) or 2-bromooxepines …
modes leads to either 2-C-(bromomethylene) pyranosides (using base) or 2-bromooxepines …
Advancements in synthetic and structural studies of septanoside sugars
S Dey, GC Samanta, N Jayaraman - Recent Trends in Carbohydrate …, 2020 - Elsevier
Seven-membered cyclic sugars are known as septanoses and septanosides. Whereas
furanose and pyranose structures represent the known naturally available sugars, the seven …
furanose and pyranose structures represent the known naturally available sugars, the seven …
Synthesis of a Diacetonide-Protected, Mannose-Based Oxepine: Configurational Control of Anomeric Acetate Activation
B Pero, MW Peczuh - The Journal of organic chemistry, 2022 - ACS Publications
Carbohydrate-based oxepines are seven-membered-ring oxacycles containing an enol
ether moiety. These compounds have been used as intermediates in the preparation of …
ether moiety. These compounds have been used as intermediates in the preparation of …
Straightforward synthesis of protected 2-hydroxyglycals by chlorination-dehydrochlorination of carbohydrate hemiacetals
A straightforward and scalable method for the synthesis of protected 2-hydroxyglycals is
described. The approach is based on the chlorination of carbohydrate-derived hemiacetals …
described. The approach is based on the chlorination of carbohydrate-derived hemiacetals …