Differentiation of nonconventional "carbanions" - The total synthesis of nemorosone and clusianone Journal Article


Authors: Tsukano, C.; Siegel, D. R.; Danishefsky, S. J.
Article Title: Differentiation of nonconventional "carbanions" - The total synthesis of nemorosone and clusianone
Abstract: (Chemical Equation Presented) An unconventional approach: The total syntheses of nemorosone (1) and clusianone (2) have been achieved in a direct fashion through the generation and exploitation of nonconventional anions arising from a common intermediate (3, see scheme). The key skeleton-building stages are allylative de-aromatization and iodinative cyclization. These acylphloroglucinol natural products display promising cytotoxic and anti-HIV activity, respectively. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
Keywords: unclassified drug; cytotoxicity; chemical structure; molecular structure; cyclization; synthesis; total synthesis; synthesis (chemical); natural products; bicyclo compound; drug products; nemorosone; clusianone; carbanions; negative ions; benzophenone derivative; benzophenones; bicyclo compounds
Journal Title: Angewandte Chemie - International Edition
Volume: 46
Issue: 46
ISSN: 1433-7851
Publisher: Wiley Blackwell  
Date Published: 2007-01-01
Start Page: 8840
End Page: 8844
Language: English
DOI: 10.1002/anie.200703886
PUBMED: 17935090
PROVIDER: scopus
DOI/URL:
Notes: --- - "Cited By (since 1996): 25" - "Export Date: 17 November 2011" - "CODEN: ACIEA" - "Source: Scopus"
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  1. Dionicio Rhodes Siegel
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