Literature DB >> 14518178

Stereoselective radical reactions.

Gregory Bar1, Andrew F Parsons.   

Abstract

For many years, the reputed lack of selectivity in some free-radical reactions has resulted in this class of reaction being overlooked in the stereoselective synthesis of important target molecules. More recently, however, the situation has changed as new and milder methods of radical generation have been developed, which have helped researchers to gain a better understanding of the key factors that influence selectivity in radical transformations. As a consequence, the use of radicals in stereoselective synthesis is increasing and there are a number of important intra- and intermolecular additions, where high levels of stereoselectivity have been achieved in the formation of carbon-carbon bonds.

Entities:  

Year:  2003        PMID: 14518178     DOI: 10.1039/b111414j

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  20 in total

1.  Stereoselective conjugate radical additions: application of a fluorous oxazolidinone chiral auxiliary for efficient tin removal.

Authors:  Jason E Hein; Jake Zimmerman; Mukund P Sibi; Philip G Hultin
Journal:  Org Lett       Date:  2005-06-23       Impact factor: 6.005

2.  Mechanistic Studies Inform Design of Improved Ti(salen) Catalysts for Enantioselective [3 + 2] Cycloaddition.

Authors:  Sophia G Robinson; Xiangyu Wu; Binyang Jiang; Matthew S Sigman; Song Lin
Journal:  J Am Chem Soc       Date:  2020-10-16       Impact factor: 15.419

3.  Asymmetric catalysis: a radical revolution in synthesis.

Authors:  Andrew F Parsons
Journal:  Nat Chem       Date:  2014-08       Impact factor: 24.427

4.  Enantioselective cyclizations and cyclization cascades of samarium ketyl radicals.

Authors:  Nicolas Kern; Mateusz P Plesniak; Joseph J W McDouall; David J Procter
Journal:  Nat Chem       Date:  2017-08-07       Impact factor: 24.427

5.  Dealkenylative Thiylation of C(sp3)-C(sp2) Bonds.

Authors:  Andrew J Smaligo; Ohyun Kwon
Journal:  Org Lett       Date:  2019-10-01       Impact factor: 6.005

6.  Asymmetric Radical Cyclopropanation of Alkenes with In Situ-Generated Donor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis.

Authors:  Yong Wang; Xin Wen; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2017-01-12       Impact factor: 15.419

7.  Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes.

Authors:  Daniel J Tao; Mikko Muuronen; Yuriy Slutskyy; Alexander Le; Filipp Furche; Larry E Overman
Journal:  Chemistry       Date:  2016-05-30       Impact factor: 5.236

8.  A concise synthesis of (-)-aplyviolene facilitated by a strategic tertiary radical conjugate addition.

Authors:  Martin J Schnermann; Larry E Overman
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-24       Impact factor: 15.336

9.  Dealkenylative Alkenylation: Formal σ-Bond Metathesis of Olefins.

Authors:  Manisha Swain; Gusein Sadykhov; Ruoxi Wang; Ohyun Kwon
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-28       Impact factor: 15.336

10.  Synthetic, Mechanistic, and Biological Interrogation of Ginkgo biloba Chemical Space En Route to (-)-Bilobalide.

Authors:  Robert M Demoret; Meghan A Baker; Masaki Ohtawa; Shuming Chen; Ching Ching Lam; Sophia Khom; Marisa Roberto; Stefano Forli; Kendall N Houk; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2020-10-16       Impact factor: 15.419

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