Literature DB >> 32159964

Arylboronic Acid-Catalyzed C-Allylation of Unprotected Oximes: Total Synthesis of N-Me-Euphococcine.

Juha H Siitonen1, Padmanabha V Kattamuri1, Muhammed Yousufuddin2, László Kürti1.   

Abstract

O-Unprotected keto- and aldoximes are readily C-allylated with allyl diisopropyl boronate in the presence of arylboronic acid catalysts to yield highly substituted N-α-secondary and tertiary homoallylic hydroxylamines. The method was used in the total synthesis of the trace alkaloid N-Me-Euphococcine.

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Year:  2020        PMID: 32159964     DOI: 10.1021/acs.orglett.0c00727

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


  1 in total

Review 1.  Recent progress in the synthesis of homotropane alkaloids adaline, euphococcinine and N-methyleuphococcinine.

Authors:  Dimas J P Lima; Antonio E G Santana; Michael A Birkett; Ricardo S Porto
Journal:  Beilstein J Org Chem       Date:  2021-01-05       Impact factor: 2.883

  1 in total

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