Synthetic access to the chlorocyclopentane cores of the proposed original and revised structures of palau'amine Journal Article


Authors: Bultman, M. S.; Ma, J.; Gin, D. Y.
Article Title: Synthetic access to the chlorocyclopentane cores of the proposed original and revised structures of palau'amine
Abstract: (Chemical Equation Presented) Core knowledge: The synthesis of the functionalized cores of both the originally proposed and revised structures of palau'amine have been achieved (see structures). A Diels-Alder/[3,3]-sigmatropic rearrangement sequence and a Beckmann rearrangement enable the stereo-controlled formation of the highly congested cores. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
Keywords: chemistry; amines; chemical structure; molecular structure; amination; chemical reactions; alkaloids; diels-alder reaction; synthesis; total synthesis; synthesis (chemical); stereoisomerism; spiro compound; spiro compounds; organic compounds; sigmatropic rearrangement; chlorine; cyclopentane derivative; guanidine derivative; palau'amine; cyclopentanes; guanidines
Journal Title: Angewandte Chemie - International Edition
Volume: 47
Issue: 36
ISSN: 1433-7851
Publisher: Wiley Blackwell  
Date Published: 2008-08-25
Start Page: 6821
End Page: 6824
Language: English
DOI: 10.1002/anie.200801969
PUBMED: 18655078
PROVIDER: scopus
PMCID: PMC2610474
DOI/URL:
Notes: --- - "Cited By (since 1996): 18" - "Export Date: 17 November 2011" - "CODEN: ACIEA" - "Source: Scopus"
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  1. Jun Ma
    3 Ma
  2. David Y Gin
    41 Gin