Literature DB >> 24666277

Iron-catalyzed arene alkylation reactions with unactivated secondary alcohols.

Latisha R Jefferies1, Silas P Cook.   

Abstract

A simple, iron-based catalytic system allows for the inter- and intramolecular arylation of unactivated secondary alcohols. This transformation expands the substrate scope beyond the previously required activated alcohols and proceeds under mild reaction conditions, tolerating air and moisture. Furthermore, the use of an enantioenriched secondary alcohol provides an enantioenriched product for the intramolecular reaction, thereby offering a convenient approach to nonracemic products.

Entities:  

Year:  2014        PMID: 24666277     DOI: 10.1021/ol500606d

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


  7 in total

1.  Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides.

Authors:  Paul T Marcyk; Latisha R Jefferies; Deyaa I AbuSalim; Maren Pink; Mu-Hyun Baik; Silas P Cook
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-15       Impact factor: 15.336

2.  Stereoselective Dynamic Cyclization of Allylic Azides: Synthesis of Tetralins, Chromanes, and Tetrahydroquinolines.

Authors:  Matthew R Porter; Rami M Shaker; Cristian Calcanas; Joseph J Topczewski
Journal:  J Am Chem Soc       Date:  2018-01-10       Impact factor: 15.419

3.  Iron-Catalyzed Hydroamination and Hydroetherification of Unactivated Alkenes.

Authors:  Paul T Marcyk; Silas P Cook
Journal:  Org Lett       Date:  2019-02-21       Impact factor: 6.005

4.  Radical Retrosynthesis.

Authors:  Joel M Smith; Stephen J Harwood; Phil S Baran
Journal:  Acc Chem Res       Date:  2018-08-02       Impact factor: 22.384

5.  Interrupting the Barton-McCombie Reaction: Aqueous Deoxygenative Trifluoromethylation of O-Alkyl Thiocarbonates.

Authors:  Zhi-Yun Liu; Silas P Cook
Journal:  Org Lett       Date:  2021-01-14       Impact factor: 6.072

6.  Synergistic Brønsted/Lewis acid catalyzed aromatic alkylation with unactivated tertiary alcohols or di-tert-butylperoxide to synthesize quaternary carbon centers.

Authors:  Aaron Pan; Maja Chojnacka; Robert Crowley; Lucas Göttemann; Brandon E Haines; Kevin G M Kou
Journal:  Chem Sci       Date:  2022-03-08       Impact factor: 9.825

7.  Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold.

Authors:  Thirupathi Reddy Penjarla; Maheshwar Kundarapu; Syed Mohd Baquer; Anupam Bhattacharya
Journal:  RSC Adv       Date:  2019-07-26       Impact factor: 4.036

  7 in total

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