Stereospecific formal total synthesis of ecteinascidin 743 Journal Article


Authors: Zheng, S.; Chan, C.; Furuuchi, T.; Wright, B. J. D.; Zhou, B.; Guo, J.; Danishefsky, S. J.
Article Title: Stereospecific formal total synthesis of ecteinascidin 743
Abstract: (Chemical Equation Presented) A new strategy was designed for the construction of the pentacyclic ring system of ecteinascidin 743. Key features include highly concise routes to the enantiopure, configurationally matched subunit 1, a novel vinylogous Pictet-Spengler cyclization to 2, and a stereospecific epoxidation and regioselective reduction sequence of the C3-C4 enamide to secure 3. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
Keywords: molecular dynamics; alkylating agent; chemistry; antineoplastic agents, alkylating; chemical structure; molecular structure; catalysis; trabectedin; synthesis; total synthesis; synthesis (chemical); antitumor agents; stereochemistry; stereoisomerism; reduction; agents; natural products; dioxoles; enantiopure; pictet-spengler reaction; asymmetric synthesis; ecteinascidin 743; tetrahydroisoquinolines; epoxidation; tetrahydroisoquinoline derivative; 1,3 dioxolane derivative; epoxy resins
Journal Title: Angewandte Chemie - International Edition
Volume: 45
Issue: 11
ISSN: 1433-7851
Publisher: Wiley Blackwell  
Date Published: 2006-03-03
Start Page: 1754
End Page: 1759
Language: English
DOI: 10.1002/anie.200503983
PUBMED: 16496274
PROVIDER: scopus
DOI/URL:
Notes: --- - "Cited By (since 1996): 44" - "Export Date: 4 June 2012" - "CODEN: ACIEA" - "Source: Scopus"
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