Literature DB >> 28776908

Enantioselective Crossed Photocycloadditions of Styrenic Olefins by Lewis Acid Catalyzed Triplet Sensitization.

Zachary D Miller1, Byung Joo Lee1, Tehshik P Yoon1.   

Abstract

The synthesis of unsymmetrical cyclobutanes by controlled heterodimerization of olefins remains a substantial challenge, particularly in an enantiocontrolled fashion. Shown herein is that chiral Lewis acid catalyzed triplet sensitization enables the synthesis of highly enantioenriched diarylcyclobutanes by photocycloaddition of structurally varied 2'-hydroxychalcones with a range of styrene coupling partners. The utility of this reaction is demonstrated through the direct synthesis of a representative norlignan cyclobutane natural product.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; cycloaddition; cyclobutanes; photocatalysis; ruthenium

Mesh:

Substances:

Year:  2017        PMID: 28776908      PMCID: PMC5661956          DOI: 10.1002/anie.201706975

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  39 in total

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5.  Cooperative Stereoinduction in Asymmetric Photocatalysis.

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6.  Synthesis of (-)-Hebelophyllene E: An Entry to Geminal Dimethyl-Cyclobutanes by [2+2] Cycloaddition of Alkenes and Allenoates.

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7.  Rational synthesis of interpenetrated 3D covalent organic frameworks for asymmetric photocatalysis.

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