Literature DB >> 15264845

Oxidative cyclizations: the asymmetric synthesis of (-)-alliacol A.

John Mihelcic1, Kevin D Moeller.   

Abstract

A tandem anodic coupling-Friedel-Crafts alkylation strategy has been used to rapidly complete the asymmetric synthesis of alliacol A. The anodic oxidation reaction allowed for the generation of a new bond between two nucleophiles. In the synthesis, the absolute stereochemistry of the final natural product is set relative to a methyl group that is incorporated early in the sequence using an asymmetric Michael reaction.

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Year:  2004        PMID: 15264845     DOI: 10.1021/ja048085h

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  12 in total

1.  Oxidative cyclization reactions: controlling the course of a radical cation-derived reaction with the use of a second nucleophile.

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3.  An expedient synthesis of a functionalized core structure of bielschowskysin.

Authors:  K C Nicolaou; Vikrant A Adsool; Christopher R H Hale
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4.  Intramolecular anodic olefin coupling reactions and the synthesis of cyclic amines.

Authors:  Hai-Chao Xu; Kevin D Moeller
Journal:  J Am Chem Soc       Date:  2010-03-03       Impact factor: 15.419

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Authors:  Jeremy M Richter; Brandon W Whitefield; Thomas J Maimone; David W Lin; M Pilar Castroviejo; Phil S Baran
Journal:  J Am Chem Soc       Date:  2007-09-27       Impact factor: 15.419

7.  Electrochemical Corey-Winter reaction. Reduction of thiocarbonates in aqueous methanol media and application to the synthesis of a naturally occurring α-pyrone.

Authors:  Ernesto Emmanuel López-López; José Alvano Pérez-Bautista; Fernando Sartillo-Piscil; Bernardo A Frontana-Uribe
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Review 8.  Electrifying Organic Synthesis.

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Journal:  Angew Chem Int Ed Engl       Date:  2018-03-07       Impact factor: 15.336

Review 9.  Synthetic Organic Electrochemistry: An Enabling and Innately Sustainable Method.

Authors:  Evan J Horn; Brandon R Rosen; Phil S Baran
Journal:  ACS Cent Sci       Date:  2016-05-05       Impact factor: 14.553

10.  Unexpected high robustness of electrochemical cross-coupling for a broad range of current density.

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