Molecules, Год журнала: 2024, Номер 30(1), С. 120 - 120
Опубликована: Дек. 31, 2024
The rapidly growing glycoscience has boosted the research on synthesis of glycans and their conjugates, which are centered stereoselective formation glycosidic bonds. Compared to mainstream acid-promoted glycosylation method that undergoes S
Язык: Английский
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(15), С. 10721 - 10734
Опубликована: Июль 24, 2023
A novel exclusive β-selective O-aryl glycosylation was developed using glycosyl chloride and arylboronic acid with a palladium catalyst under an air atmosphere. The reaction insensitive to moisture characterized readily available bench-stable as substrates. diverse range of substrate scopes, including various acids donors, well-tolerated in this method. Arylboronic oxidized by O2 produce phenol the aromatic source. This new strategy provides alternative route may find broad applications efficient synthesis bioactive glycosides future.
Язык: Английский
Процитировано
9
The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Фев. 18, 2025
We present a new strategy for the synthesis of O-aryl glycosides through formal insertion glycosylidene carbenes into O–H bond phenols. The key carbene intermediates were generated in situ by copper-catalyzed oxidation bench-stable diaziridine precursors. This method enables glycosylation variety phenols with good yields, excellent diastereoselectivity, and chemoselectivity, providing highly practical late-stage complex natural products bioactive agents.
Язык: Английский
Процитировано
0
ChemistryOpen, Год журнала: 2025, Номер unknown
Опубликована: Апрель 8, 2025
Abstract A bromotropone corresponding to the agylcone of glycosylated sesquiterpenoid natural product liriosmaside has been prepared over ten steps and in a fully regio‐controlled manner through gem ‐dibromocyclopropane‐mediated ring‐expansion readily accessible decalenone. Pd[0]‐mediated glucosylation reaction applied this afforded mixture from which an enantiomerically pure cross‐coupling could be obtained its structure confirmed single‐crystal X‐ray analysis derivative. Various (unsuccessful) attempts are described selectively acylate last compound thereby install 3‐hydroxy‐3‐methylglutaric acid or HMGA‐containing side chain title product. literature survey other products embodying HMGA motif suggest that co‐metabolite B S ‐configured at C3”. The evaluation glucosylated tropone series anti‐bacterial, anti‐fungal cytotoxicity assays reveals it is inactive all these so emphasizing prospect related troponoids, including B, can serve as useful models for new anti‐viral agents.
Язык: Английский
Процитировано
0
The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Сен. 12, 2024
The racemic modification of the α-tropolone-containing sesquiterpene olaximbriside A [viz. (±)-
Язык: Английский
Процитировано
1
Journal of the American Chemical Society, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 28, 2024
A mechanistic investigation into the novel combination of
Язык: Английский
Процитировано
1
Tetrahedron, Год журнала: 2024, Номер 165, С. 134186 - 134186
Опубликована: Авг. 8, 2024
Язык: Английский
Процитировано
0
The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 15, 2024
Direct C(sp
Язык: Английский
Процитировано
0
Molecules, Год журнала: 2024, Номер 30(1), С. 120 - 120
Опубликована: Дек. 31, 2024
The rapidly growing glycoscience has boosted the research on synthesis of glycans and their conjugates, which are centered stereoselective formation glycosidic bonds. Compared to mainstream acid-promoted glycosylation method that undergoes S
Язык: Английский
Процитировано
0