En route to the total synthesis of tashironin: On the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions Journal Article
| Authors: | Cook, S. P.; Gaul, C.; Danishefsky, S. J. |
| Article Title: | En route to the total synthesis of tashironin: On the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions |
| Abstract: | The synthesis of the [2.2.2]-bicyclic core (23) of the neurotrophic factor 11-O-debenzoyltashironin (1) has been achieved by an oxidative dearomatization-transannular Diels-Alder cascade. We have shown that the reaction sequence is also valuable for the efficient construction of related, complex [2.2.2]-bicyclic compounds (vide infra). © 2004 Elsevier Ltd. All rights reserved. |
| Keywords: | drug synthesis; cyclization; nuclear magnetic resonance; diels alder reaction; benzoic acid derivative; stereochemistry; neurotrophic factor; methyl group; aromatization; betulaceae |
| Journal Title: | Tetrahedron Letters |
| Volume: | 46 |
| Issue: | 5 |
| ISSN: | 0040-4039 |
| Publisher: | Pergamon-Elsevier Science Ltd |
| Date Published: | 2005-01-01 |
| Start Page: | 843 |
| End Page: | 847 |
| Language: | English |
| DOI: | 10.1016/j.tetlet.2004.11.148 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 13" - "Export Date: 24 October 2012" - "CODEN: TELEA" - "Source: Scopus" |
