Literature DB >> 21449603

A method for the deprotection of alkylpinacolyl boronate esters.

Jing Sun1, Michael T Perfetti, Webster L Santos.   

Abstract

A two-step procedure for deprotection of alkylpinacolyl boronate esters via transesterification with diethanolamine followed by hydrolysis was successfully developed with the advantages of tolerance to various functional groups, short reaction time, and ease of product isolation.
© 2011 American Chemical Society

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 21449603      PMCID: PMC3092631          DOI: 10.1021/jo200250y

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  20 in total

1.  N-Terminal peptidic boronic acids selectively inhibit human ClpXP.

Authors:  Kenneth Knott; Jennifer Fishovitz; Steven B Thorpe; Irene Lee; Webster L Santos
Journal:  Org Biomol Chem       Date:  2010-06-04       Impact factor: 3.876

2.  Organotrifluoroborates: protected boronic acids that expand the versatility of the Suzuki coupling reaction.

Authors:  Gary A Molander; Noel Ellis
Journal:  Acc Chem Res       Date:  2007-01-26       Impact factor: 22.384

3.  Neopentylglycolborylation of ortho-substituted aryl halides catalyzed by NiCl(2)-based mixed-ligand systems.

Authors:  Costel Moldoveanu; Daniela A Wilson; Christopher J Wilson; Pawaret Leowanawat; Ana-Maria Resmerita; Chi Liu; Brad M Rosen; Virgil Percec
Journal:  J Org Chem       Date:  2010-08-20       Impact factor: 4.354

4.  Thermal, catalytic, regiospecific functionalization of alkanes

Authors: 
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

5.  Palladium-catalyzed, direct boronic acid synthesis from aryl chlorides: a simplified route to diverse boronate ester derivatives.

Authors:  Gary A Molander; Sarah L J Trice; Spencer D Dreher
Journal:  J Am Chem Soc       Date:  2010-11-24       Impact factor: 15.419

6.  Catalytic, Regiospecific End-Functionalization of Alkanes: Rhenium-Catalyzed Borylation under Photochemical Conditions.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-11-15       Impact factor: 15.336

7.  sp2-sp3 hybridized mixed diboron: synthesis, characterization, and copper-catalyzed beta-boration of alpha,beta-unsaturated conjugated compounds.

Authors:  Ming Gao; Steven B Thorpe; Webster L Santos
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

8.  A general solution for unstable boronic acids: slow-release cross-coupling from air-stable MIDA boronates.

Authors:  David M Knapp; Eric P Gillis; Martin D Burke
Journal:  J Am Chem Soc       Date:  2009-05-27       Impact factor: 15.419

9.  Acylamino boronic acids and difluoroborane analogues of amino acids: potent inhibitors of chymotrypsin and elastase.

Authors:  D H Kinder; J A Katzenellenbogen
Journal:  J Med Chem       Date:  1985-12       Impact factor: 7.446

10.  Differentially protected benzenediboronic acids: divalent cross-coupling modules for the efficient synthesis of boron-substituted oligoarenes.

Authors:  Hiroyoshi Noguchi; Takayuki Shioda; Chih-Ming Chou; Michinori Suginome
Journal:  Org Lett       Date:  2008-01-10       Impact factor: 6.005

View more
  8 in total

1.  Prochelator BHAPI protects cells against paraquat-induced damage by ROS-triggered iron chelation.

Authors:  Filip Kielar; Marian E Helsel; Qin Wang; Katherine J Franz
Journal:  Metallomics       Date:  2012-08       Impact factor: 4.526

2.  Iterative reactions of transient boronic acids enable sequential C-C bond formation.

Authors:  Claudio Battilocchio; Florian Feist; Andreas Hafner; Meike Simon; Duc N Tran; Daniel M Allwood; David C Blakemore; Steven V Ley
Journal:  Nat Chem       Date:  2016-02-08       Impact factor: 24.427

3.  Boryl (Hetero)aryne Precursors as Versatile Arylation Reagents: Synthesis through C-H Activation and Orthogonal Reactivity.

Authors:  Emilien Demory; Karthik Devaraj; Andreas Orthaber; Paul J Gates; Lukasz T Pilarski
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-13       Impact factor: 15.336

4.  Towards Selective Mycobacterial ClpP1P2 Inhibitors with Reduced Activity against the Human Proteasome.

Authors:  Wilfried Moreira; Sridhar Santhanakrishnan; Grace J Y Ngan; Choon Bing Low; Kanda Sangthongpitag; Anders Poulsen; Brian W Dymock; Thomas Dick
Journal:  Antimicrob Agents Chemother       Date:  2017-04-24       Impact factor: 5.191

5.  Copper-catalyzed synthesis of allenylboronic acids. Access to sterically encumbered homopropargylic alcohols and amines by propargylboration.

Authors:  Jian Zhao; Sybrand J T Jonker; Denise N Meyer; Göran Schulz; C Duc Tran; Lars Eriksson; Kálmán J Szabó
Journal:  Chem Sci       Date:  2018-02-19       Impact factor: 9.825

6.  Diboronate Fluorophore for the Measurement of l-Glucose and Other Carbohydrates and Its Interaction with Albumin.

Authors:  Konstantinos Solomos; Victoria Tarus; Vladislav Kotek; Gaetano Invernizzi; Thomas Hoeg-Jensen
Journal:  ACS Omega       Date:  2022-07-06

7.  Diversity-oriented synthesis of peptide-boronic acids by a versatile building-block approach.

Authors:  Stefan P A Hinkes; Severin Kämmerer; Christian D P Klein
Journal:  Chem Sci       Date:  2020-08-21       Impact factor: 9.825

8.  A catalytic, enantioselective formal synthesis of (+)-dichroanone and (+)-taiwaniaquinone H.

Authors:  Samantha E Shockley; Jeffrey C Holder; Brian M Stoltz
Journal:  Org Lett       Date:  2014-12-09       Impact factor: 6.005

  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.