Literature DB >> 20849111

Total synthesis of (+)-korupensamine B via an atropselective intermolecular biaryl coupling.

Shenlin Huang1, Tue B Petersen, Bruce H Lipshutz.   

Abstract

The asymmetric total synthesis of nonracemic korupensamine B is reported. It includes a newly designed and highly trans-diastereoselective (>20:1 dr) route to the tetrahydroisoquinoline ring and an unprecedented atropdiastereoselective Suzuki-Miyaura coupling for construction of the fully fashioned naphthylisoquinoline framework that invokes π stacking as a possible source of stereocontrol.

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Year:  2010        PMID： 20849111     DOI： 10.1021/ja1065202

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


  5 in total

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Authors:  Young Sam Park; Charles I Grove; Marcos González-López; Sameer Urgaonkar; James C Fettinger; Jared T Shaw
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-16       Impact factor: 15.336

2.  Synthesis and structure-activity relationship studies of O-biphenyl-3-yl carbamates as peripherally restricted fatty acid amide hydrolase inhibitors.

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Journal:  J Med Chem       Date:  2013-07-03       Impact factor: 7.446

3.  Nature-inspired stereospecific total synthesis of P-(+)-dispegatrine and four other monomeric sarpagine indole alkaloids.

Authors:  Chitra R Edwankar; Rahul V Edwankar; Jeffrey R Deschamps; James M Cook
Journal:  Angew Chem Int Ed Engl       Date:  2012-10-16       Impact factor: 15.336

4.  Atropselective syntheses of (-) and (+) rugulotrosin A utilizing point-to-axial chirality transfer.

Authors:  Tian Qin; Sarah L Skraba-Joiner; Zeinab G Khalil; Richard P Johnson; Robert J Capon; John A Porco
Journal:  Nat Chem       Date:  2015-02-02       Impact factor: 24.427

5.  Metal-free trifluoromethylation of aromatic and heteroaromatic aldehydes and ketones.

Authors:  Yupu Qiao; Tuda Si; Ming-Hsiu Yang; Ryan A Altman
Journal:  J Org Chem       Date:  2014-07-15       Impact factor: 4.354
  5 in total

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