Remarkable stereoselectivity in the alkylation of a hydroazulenone: Progress towards the total synthesis of guanacastepene Journal Article
| Authors: | Dudley, G. B.; Tan, D. S.; Kim, G.; Tanski, J. M.; Danishefsky, S. J. |
| Article Title: | Remarkable stereoselectivity in the alkylation of a hydroazulenone: Progress towards the total synthesis of guanacastepene |
| Abstract: | exo-Methylene ketone 6 serves as a vehicle for elaboration of the C8 quaternary center en route to guanacastepene via a conjugate addition-alkylation sequence. Methylation of the cycloheptadienolate derived from 7 is highly selective for the desired relative stereochemistry, as determined by NMR and crystallographic analysis. © 2001 Published by Elsevier Science Ltd. |
| Keywords: | unclassified drug; methylation; drug structure; drug synthesis; alkylation; structure analysis; nuclear magnetic resonance; reaction analysis; chemical reaction; stereochemistry; carbon; alkadiene; conjugation; crystallography; silane derivative; ketone derivative; carbene; alkene derivative; guanacastepene; article; cycloheptadienolic acid; hydroazulenone |
| Journal Title: | Tetrahedron Letters |
| Volume: | 42 |
| Issue: | 39 |
| ISSN: | 0040-4039 |
| Publisher: | Pergamon-Elsevier Science Ltd |
| Date Published: | 2001-09-24 |
| Start Page: | 6789 |
| End Page: | 6791 |
| Language: | English |
| DOI: | 10.1016/s0040-4039(01)01342-9 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Export Date: 21 May 2015 -- Source: Scopus |
