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" |