A synthetic pathway to either enantiomer of merrilactone A Journal Article
| Authors: | Meng, Z.; Danishefsky, S. J. |
| Article Title: | A synthetic pathway to either enantiomer of merrilactone A |
| Abstract: | A route to enantioenriched merrilactone A was found via intermediate 3- A degradation pathway in which meso compound 1 is transformed into key intermediate 2 in four steps occurs with full regiocontrol and promising enantiocontrol. A key feature of this reaction sequence is the desymmetrization of 1 through an intramolecular asymmetric ring-opening reaction. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. |
| Keywords: | unclassified drug; methylation; molecular dynamics; drug structure; drug synthesis; esterification; natural product; diels alder reaction; stereochemistry; stereoisomerism; carboxylic acids; organic chemistry; sesquiterpenes; lactones; methanol; degradation; neurotrophic factor; natural products; chirality; enantiomer; enantioselectivity; asymmetric synthesis; regioselectivity; reaction kinetics; acid anhydride; claisen rearrangement; enantiomers; synthetic methods; high temperature; lithiation; merrilactone a; enantiocontrol; regiocontrol; gamma lactone derivative; methanolysis |
| Journal Title: | Angewandte Chemie - International Edition |
| Volume: | 44 |
| Issue: | 10 |
| ISSN: | 1433-7851 |
| Publisher: | Wiley Blackwell |
| Date Published: | 2005-02-25 |
| Start Page: | 1511 |
| End Page: | 1513 |
| Language: | English |
| DOI: | 10.1002/anie.200462509 |
| PUBMED: | 15690391 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 21" - "Export Date: 24 October 2012" - "CODEN: ACIEA" - "Source: Scopus" |
