Modular Synthesis of Geminal Iododiboron Compounds via Alkylation of Chlorodiborylmethane DOI
Yifei Yang,

Peng‐Fei Ning,

Bo Zhang

et al.

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

Published: Nov. 22, 2024

α-Halogenated geminal bis(boronates) are emerging as multifunctional building blocks for organic synthesis. Currently, their synthetic utilization is still restricted due to a lack of efficient preparation methods. Herein, we report direct, modular synthesis gem-iododiborylalkanes using alkyl halides and lithiated chlorodiborylmethane reagent. Compared with previously reported methods, this protocol features assembly, high efficiency, good tolerance various functional groups.

Language: Английский

Asymmetric synthesis of chiral sp3-geminated borylstannyl, borylsilyl, and diboryl compounds DOI
Xin Li, Qiuling Song

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Chiral sp 3 -geminated bimetallic reagents based on B, Si, and Sn have drawn much attention due to their unique structure reaction mode. This review summarizes the synthesis of nonracemic gem -borylstannyl, -borylsilyl, -diboryl compounds.

Language: Английский

Citations

0

Recent Advances in Catalytic Asymmetric Synthesis of Chiral 1,2-Bis(boronic) Esters DOI Open Access
Chong‐Lei Ji, De‐Wei Gao

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(5), P. 1385 - 1385

Published: Jan. 1, 2024

Chiral 1,2-bis(boronic) esters are essential building blocks in the field of synthetic chemistry, and their catalytic asymmetric synthesis has attracted significant interest chemists.Recently, diboration olefins, using transition metals chiral diols, emerged as straightforward atom-economical methods for producing highly valuable esters.Asymmetric hydrogenation vinyl bis(boronic) can be a complementary approach to synthesizing these products.Additionally, borofunctionalization alkenes or alkynes represents another effective strategy constructing scaffolds.A recent innovation involves migratory coupling reactions with gem-diborylalkanes, offering new avenues esters.The latest developements challenges moleculeshis summarized, potential future research directions this prospected.

Language: Английский

Citations

3

Synthesis of gem-Diborylcyclopropyl Ketones via Conjugate Addition of Chlorodiborylmethane to α,β-Unsaturated Ketones DOI
Shuang Xu,

Peng‐Fei Ning,

Yi Wei

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 3, 2025

The carbanion derived from chlorodiborylmethane can act as a soft nucleophile, while the halogen substituent subsequently function leaving group. Taking advantage of this feature, we herein have developed an efficient synthesis gem-diborylcyclopropyl ketones diverse range enone substrates. We also demonstrated synthetic utility protocol by leveraging highly transformable nature cyclopropyl moiety and C-B bonds.

Language: Английский

Citations

0

Stereocontrolled Pericyclic and Radical Cycloaddition Reactions of Readily Accessible Chiral Alkenyl Diazaborolidines DOI
Mingkai Zhang, Peilin Xu, Alex J. Vendola

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(30)

Published: May 19, 2022

In this paper is described an easily synthesized chiral diazaborolidine that inexpensive, stable, and provides excellent stereoselection across a number of reaction classes. These versatile compounds possess utility in four different classes cycloaddition reactions, offering good yield stereoselectivity. X-ray structure analysis insight about the origin stereocontrol.

Language: Английский

Citations

16

Modular Synthesis of Geminal Iododiboron Compounds via Alkylation of Chlorodiborylmethane DOI
Yifei Yang,

Peng‐Fei Ning,

Bo Zhang

et al.

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

Published: Nov. 22, 2024

α-Halogenated geminal bis(boronates) are emerging as multifunctional building blocks for organic synthesis. Currently, their synthetic utilization is still restricted due to a lack of efficient preparation methods. Herein, we report direct, modular synthesis gem-iododiborylalkanes using alkyl halides and lithiated chlorodiborylmethane reagent. Compared with previously reported methods, this protocol features assembly, high efficiency, good tolerance various functional groups.

Language: Английский

Citations

3