Literature DB >> 19067552

Homologation of boronic esters with lithiated epoxides for the stereocontrolled synthesis of 1,2- and 1,3-diols and 1,2,4-triols.

Emeline Vedrenne1, Olov A Wallner, Maxime Vitale, Frank Schmidt, Varinder K Aggarwal.   

Abstract

Lithiated epoxides react stereospecifically with boronic esters to give syn-1,2-diols, a process that can be used iteratively to create triols containing four stereogenic centers.

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Year:  2009        PMID： 19067552     DOI： 10.1021/ol802651b

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  6 in total

1.  Enantioselective Construction of Tertiary Boronic Esters by Conjunctive Cross-Coupling.

Authors:  Jesse A Myhill; Liang Zhang; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-29       Impact factor: 15.336

2.  Iterative assembly line synthesis of polypropionates with full stereocontrol.

Authors:  Teerawut Bootwicha; Julian M Feilner; Eddie L Myers; Varinder K Aggarwal
Journal:  Nat Chem       Date:  2017-04-10       Impact factor: 24.427

3.  Copper-Hydride-Catalyzed Enantioselective Processes with Allenyl Boronates. Mechanistic Nuances, Scope, and Utility in Target-Oriented Synthesis.

Authors:  Yu Sun; Yuebiao Zhou; Ying Shi; Juan Del Pozo; Sebastian Torker; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2019-07-17       Impact factor: 15.419

4.  Total Synthesis of Resveratrone and iso-Resveratrone.

Authors:  Stefan Fritsch; Nazli Aldemir; Jan Balszuweit; Kevin Bojaryn; Jens Voskuhl; Christoph Hirschhäuser
Journal:  ChemistryOpen       Date:  2022-06-30       Impact factor: 2.630

Review 5.  Recent Advances in the Construction of Fluorinated Organoboron Compounds.

Authors:  Xingxing Ma; Zhijie Kuang; Qiuling Song
Journal:  JACS Au       Date:  2021-12-30

Review 6.  Transition Metal Catalyst Free Synthesis of Olefins from Organoboron Derivatives.

Authors:  K Bojaryn; C Hirschhäuser
Journal:  Chemistry       Date:  2022-02-28       Impact factor: 5.020
  6 in total

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