Cited by Cooperative Diarylborinic Acid/Chloride-Catalyzed Formal S<sub>N</sub>i Reaction of <i>cis</i>-4-Hydroxymethyl-1,2-Cyclopentene Oxides

Catalyst-Controlled, Site-Selective Functionalization of Levoglucosan Analogues Mediated by Chiral Zinc Diamine Complexes DOI

Sam Bahadori,

Christina Leclerc,

Jacob St‐Gelais

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 28, 2025

In this work, we developed a site-selective functionalization of levoglucosan analogues. This strategy used simple zinc diamine complexes for regioselective at O2 or O4. Successful transformations monotosyl analogues allowed the preparation useful intermediates in carbohydrate chemistry, such as four protected Černý epoxides and three amino sugars. unique method represents rare use desymmetrization 1,3-diols.

Language: Английский

Citations

Unified Strategy for the Concise Total Syntheses of All Six 3″-O-Acyl Quercitrins Based on Regioselective Acylation Catalyzed by Boronic Acid DOI

Miwako Tanikawa,

T. Ishida, Yuki Nakamura

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 3, 2025

The naturally occurring 3″-O-acylquercitrin family exhibits a range of biological activities with significant potential health and medical benefits. Herein, we present unified strategy for concise total syntheses all six known natural products─namely, 3″-O-galloylquercitrin, 3″-O-(E)-cinnamoylquercitrin, 3″-O-(E)-coumaroylquercitrin, 3″-O-(E)-feruloylquercitrin, 3″-O-acetylquercitrin, 3″-O-tigloylquercitrin─based on regioselective acylation carbohydrates catalyzed by N-methylimidazole-containing boronic acid. core advancement in this approach is late-stage catalytic functionalization common synthetic intermediate, enabling efficient access to the products.

Language: Английский

Citations

Site-Switchable Alkylation of Carbohydrates Controlled by Inexpensive Metal Ion Catalysts DOI

Yang‐Fan Guo,

Lanyue Zhang, Guohui Zhang

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 7414 - 7428

Published: April 20, 2025

Language: Английский

Citations

Cooperative Diarylborinic Acid/Chloride-Catalyzed Formal S_Ni Reaction of cis-4-Hydroxymethyl-1,2-Cyclopentene Oxides DOI

Shan-Shan Xun,

Gao‐Wei Wang,

Sheng-Mei Lu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 26, 2024

A catalytic formal S

Language: Английский

Citations