Authors: | Wang, Z.; Dai, M.; Park, P. K.; Danishefsky, S. J. |
Article Title: | Synthetic studies toward (+)-cortistatin A |
Abstract: | We describe herein the synthesis of a late-stage intermediate en route to cortistatin A. Key transformations included a Snieckus-like cascade sequence culminating in a 6π-electrocyclization, an alkylative dearomatization, and the stereoselective functionalization of the cortistatin A-ring. While the total synthesis we sought was not accomplished, the work sets the stage for several approaches to the preparation of novel analogs via diverted total synthesis. © 2011 Elsevier B.V. All rights reserved. |
Keywords: | unclassified drug; angiogenesis inhibitor; drug structure; drug synthesis; cortistatin; cyclization; technique; reaction analysis; chemical reaction; total synthesis; stereochemistry; chemical modification; cycloaddition; dearomatization; cortistatin a; nitrone-aryne cycloaddition; cortistatin b; cortistatin c; cortistatin d; cortistatin e; cortistatin f; cortistatin g; cortistatin h; cortistatin j; cortistatin k; cortistatin l; electrocyclization; 6?-electrocyclization |
Journal Title: | Tetrahedron |
Volume: | 67 |
Issue: | 52 |
ISSN: | 0040-4020 |
Publisher: | Elsevier Inc. |
Date Published: | 2011-01-01 |
Start Page: | 10249 |
End Page: | 10260 |
Language: | English |
DOI: | 10.1016/j.tet.2011.10.026 |
PROVIDER: | scopus |
PMCID: | PMC3413295 |
PUBMED: | 22879684 |
DOI/URL: | |
Notes: | --- - "Export Date: 3 January 2012" - "CODEN: TETRA" - "Source: Scopus" |