Literature DB >> 15280544

Efficient construction of the securine A carbon skeleton.

Peter Korakas1, Stuart Chaffee, J Brad Shotwell, Pamela Duque, John L Wood.   

Abstract

Securamine A is a structurally intriguing alkaloid possessing a pyrroloindole core joined via a modified isoprene subunit to a functionalized imidazole ring. Recent synthetic efforts in this laboratory have resulted in the efficient construction of key lactone 36, which undergoes tandem azide reduction/ring expansion to macrolactam 37. Macrolactam 37 possesses the complete macrocyclic core of securamine A.

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Year:  2004        PMID: 15280544      PMCID: PMC514433          DOI: 10.1073/pnas.0402274101

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  2 in total

1.  The use of pH to influence regio- and chemoselectivity in the asymmetric aminohydroxylation of styrenes.

Authors:  Vitaliy Nesterenko; Joshua T Byers; Paul J Hergenrother
Journal:  Org Lett       Date:  2003-02-06       Impact factor: 6.005

2.  Studies of enzyme-mediated reactions. Part 13. Stereochemical course of the formation of histamine by decarboxylation of (2S)-histidine with enzymes from Clostridium welchii and Lactobacillus 30a.

Authors:  A R Battersby; M Nicoletti; J Staunton; R Vleggaar
Journal:  J Chem Soc Perkin 1       Date:  1980
  2 in total
  2 in total

1.  Studies towards the synthesis of the marine alkaloid chartelline C.

Authors:  Phillip J Black; Evan A Hecker; Philip Magnus
Journal:  Tetrahedron Lett       Date:  2007-09-03       Impact factor: 2.415

2.  Reductive Chlorination and Bromination of Ketones via Trityl Hydrazones.

Authors:  Julius R Reyes; Viresh H Rawal
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-28       Impact factor: 16.823

  2 in total

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