Copper-Catalyzed Oxidative Acetalization of Boronic Esters: An Umpolung Strategy for Cyclic Acetal Synthesis

2020 ◽  
Vol 85 (12) ◽  
pp. 8230-8239
Author(s):  
Eric M. Miller ◽  
Maciej A. Walczak
Keyword(s):  
Cyclic Acetal ◽  
Boronic Esters

An Iron-Based Catalyst Enables The Enantioconvergent Synthesis of Chiral 1,1-Diarylalkanes Through a Suzuki-Miyaura Cross-Coupling Reaction

2020 ◽  
Author(s):  
Chet Tyrol ◽  
Nang Yone ◽  
Connor Gallin ◽  
Jeffery Byers
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Radical Intermediates ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Boronic Esters ◽  
Carbon Centered Radical ◽  
Iron Based ◽  
High Yields

By using an iron-based catalyst, access to enantioenriched 1,1-diarylakanes was enabled through an enantioselective Suzuki-Miyaura crosscoupling reaction. The combination of a chiral cyanobis(oxazoline) ligand framework and 1,3,5-trimethoxybenzene additive were essential to afford high yields and enantioselectivities in cross-coupling reactions between unactivated aryl boronic esters and a variety of benzylic chlorides, including challenging ortho-substituted benzylic chloride substrates. Mechanistic investigations implicate a stereoconvergent pathway involving carbon-centered radical intermediates.

scholarly journals Chan–Lam Amination of Secondary and Tertiary Benzylic Boronic Esters

2021 ◽  
Author(s):  
James D. Grayson ◽  
Francesca M. Dennis ◽  
Craig C. Robertson ◽  
Benjamin M. Partridge
Keyword(s):  
Boronic Esters

scholarly journals Synthesis and melt-spinning of partly bio-based thermoplastic poly(cycloacetal-urethane)s toward sustainable textiles

2021 ◽  
Author(s):  
Niklas Warlin ◽  
Erik Nilsson ◽  
Zengwei Guo ◽  
Smita Mankar ◽  
Nitin Valsange ◽  
...  
Keyword(s):  
Melt Spinning ◽  
Cyclic Acetal ◽  
Hydroxymethyl Furfural

A rigid diol with a cyclic acetal structure was synthesized by facile acetalation of fructose-based 5-hydroxymethyl furfural (HMF) and partly bio-based di-trimethylolpropane (di-TMP). This diol (Monomer T) was copolymerized with...

A cycloaddition route to novel triazole boronic esters

2009 ◽  
pp. 436-438 ◽  
Author(s):  
Jianhui Huang ◽  
Simon J. F. Macdonald ◽  
Joseph P. A. Harrity
Keyword(s):  
Boronic Esters

Synthesis and properties of l-lactide/1,3-dioxolane copolymers: preparation of polyesters with enhanced acid sensitivity

2021 ◽  
Author(s):  
Bartłomiej Kost ◽  
Malgorzata Basko
Keyword(s):  
Ring Opening ◽  
Cyclic Acetal ◽  
Acid Sensitivity

Herein, we report the first example of cationic ring-opening copolymerization of 5-membered cyclic acetal (1,3-dioxolane (DXL)) with l-lactide (LA) to afford polylactide containing acetal units.

ChemInform Abstract: Direct Synthesis of Functionalized Allylic Boronic Esters from Allylic Alcohols and Inexpensive Reagents and Catalysts.

ChemInform ◽  
2008 ◽  
Vol 39 (48) ◽  
Author(s):  
Guillaume Dutheuil ◽  
Nicklas Selander ◽  
Kalman J. Szabo ◽  
Varinder K. Aggarwal
Keyword(s):  
Direct Synthesis ◽  
Allylic Alcohols ◽  
Boronic Esters

Nickel-Catalyzed Cross-Coupling of Aryl Methyl Ethers with Aryl Boronic Esters

2008 ◽  
Vol 120 (26) ◽  
pp. 4944-4947 ◽  
Author(s):  
Mamoru Tobisu ◽  
Toshiaki Shimasaki ◽  
Naoto Chatani
Keyword(s):  
Cross Coupling ◽  
Boronic Esters ◽  
Aryl Methyl

scholarly journals Visible Light Activation of Boronic Esters Enables Efficient Photoredox C(sp2 )-C(sp3 ) Cross-Couplings in Flow

2016 ◽  
Vol 128 (45) ◽  
pp. 14291-14295 ◽  
Author(s):  
Fabio Lima ◽  
Mikhail A. Kabeshov ◽  
Duc N. Tran ◽  
Claudio Battilocchio ◽  
Joerg Sedelmeier ◽  
...  
Keyword(s):  
Visible Light ◽  
Light Activation ◽  
Boronic Esters ◽  
Visible Light Activation
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