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" |