Authors: | Chan, C.; Zheng, S.; Zhou, B.; Guo, J.; Heid, R. M.; Wright, B. J. D.; Danishefsky, S. J. |
Article Title: | The solution to a deep stereochemical conundrum: Studies toward the tetrahydroisoquinoline alkaloids |
Abstract: | (Chemical Equation Presented) Facile construction of subunits 1 and 2 allowed the rapid assembly of the pentacyclic ring system 3 of the cytotoxic tetrahydroisoquinoline alkaloids. A surprising participation reaction was discovered, which necessitated revision of the stereochemical assignments of key intermediates en route to 3. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA. |
Keywords: | chemistry; chemical structure; molecular structure; alkaloids; total synthesis; synthesis (chemical); antitumor agents; stereochemistry; stereoisomerism; agents; natural products; alkaloid; toxic materials; asymmetric synthesis; reaction kinetics; tetrahydroisoquinolines; mannich cyclization; tetrahydroisoquinoline derivative |
Journal Title: | Angewandte Chemie - International Edition |
Volume: | 45 |
Issue: | 11 |
ISSN: | 1433-7851 |
Publisher: | Wiley Blackwell |
Date Published: | 2006-03-06 |
Start Page: | 1749 |
End Page: | 1754 |
Language: | English |
DOI: | 10.1002/anie.200503982 |
PUBMED: | 16496273 |
PROVIDER: | scopus |
DOI/URL: | |
Notes: | --- - "Cited By (since 1996): 18" - "Export Date: 4 June 2012" - "CODEN: ACIEA" - "Source: Scopus" |