Literature DB >> 24152090

Enantioselective synthesis of cyclohepta[b]indoles: gram-scale synthesis of (S)-SIRT1-inhibitor IV.

Philipp J Gritsch1, Erik Stempel, Tanja Gaich.   

Abstract

An enantioselective gram-scale synthesis of one of the most potent SIRT1-inhibitors has been accomplished by an unprecedented domino reaction sequence establishing the cyclohepta[b]indole core. This method was developed for application in natural product synthesis of a variety of indole alkaloids.

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Year:  2013        PMID: 24152090     DOI: 10.1021/ol4026217

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


  2 in total

1.  A computational triage approach to the synthesis of novel difluorocyclopentenes and fluorinated cycloheptadienes using thermal rearrangements.

Authors:  David Orr; Jonathan M Percy; Zoë A Harrison
Journal:  Chem Sci       Date:  2016-06-16       Impact factor: 9.825

2.  An approach to cyclohepta[b]indoles through an allenamide (4 + 3) cycloaddition-Grignard cyclization-Chugaev elimination sequence.

Authors:  Shuzhong He; Richard P Hsung; William R Presser; Zhi-Xiong Ma; Bryan J Haugen
Journal:  Org Lett       Date:  2014-04-04       Impact factor: 6.005

  2 in total

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