Literature DB >> 15727450

DYKAT of vinyl aziridines: total synthesis of (+)-pseudodistomin D.

Barry M Trost1, Daniel R Fandrick.   

Abstract

A concise total synthesis of (+)-pseudodistomin D was developed. The absolute stereochemistry was established through a dynamic kinetic asymmetric cycloaddition of an isocyanate to a vinyl aziridine. The piperidine core was constructed through a silver(I)-catalyzed hydroamination of an alkyne and subsequent diastereo- and regioselective reduction. [reaction: see text]

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Year:  2005        PMID: 15727450     DOI: 10.1021/ol047513l

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


  5 in total

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2.  Catalytic Enantioselective and Diastereoselective Allylic Alkylation with Fluoroenolates: Efficient Access to C3-Fluorinated and All-Carbon Quaternary Oxindoles.

Authors:  Kaluvu Balaraman; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-27       Impact factor: 15.336

3.  Metal Catalyzed Allylic Alkylation: Its Development in the Trost Laboratories.

Authors:  Barry M Trost
Journal:  Tetrahedron       Date:  2015-09-02       Impact factor: 2.457

4.  Highly Selective and Catalytic C-N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight.

Authors:  Aditya Bhattacharya; Pushpendra Mani Shukla; Biswajit Maji
Journal:  ACS Omega       Date:  2021-07-16

5.  Synthetic Studies to Help Elucidate the Metabolism of the Preclinical Candidate TBAJ-876-A Less Toxic and More Potent Analogue of Bedaquiline.

Authors:  Peter J Choi; Daniel Conole; Hamish S Sutherland; Adrian Blaser; Amy S T Tong; Christopher B Cooper; Anna M Upton; Brian D Palmer; William A Denny
Journal:  Molecules       Date:  2020-03-20       Impact factor: 4.411

  5 in total

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