Biomimetic synthesis of (−)-chaetominine epimers via copper-catalyzed radical cyclization. Issue 22 (3rd June 2015)
- Record Type:
- Journal Article
- Title:
- Biomimetic synthesis of (−)-chaetominine epimers via copper-catalyzed radical cyclization. Issue 22 (3rd June 2015)
- Main Title:
- Biomimetic synthesis of (−)-chaetominine epimers via copper-catalyzed radical cyclization
- Authors:
- Deng, Xu
Liang, Kangjiang
Tong, Xiaogang
Ding, Ming
Li, Dashan
Xia, Chengfeng - Abstract:
- Abstract: Synthetic endeavors toward (−)-chaetominine via copper-catalyzed radical cyclization are reported. Both of the pyrido[2, 3, b ]-indole ring (C ring) and imidazolidinone (D ring) are efficiently constructed in one-pot manner. It's unveiled that the newly formed stereo center is controlled by the chiral of alanine, not by tryptophan. With these synthetic discoveries, highly efficient and diastereoselective synthesis of (+)-2, 3, 14- epi -chaetominine5 and (−)-11- epi -chaetominine11 is achieved. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 71:Issue 22(2015)
- Journal:
- Tetrahedron
- Issue:
- Volume 71:Issue 22(2015)
- Issue Display:
- Volume 71, Issue 22 (2015)
- Year:
- 2015
- Volume:
- 71
- Issue:
- 22
- Issue Sort Value:
- 2015-0071-0022-0000
- Page Start:
- 3699
- Page End:
- 3704
- Publication Date:
- 2015-06-03
- Subjects:
- Indole alkaloids -- (−)-Chaetominine -- Total synthesis -- Copper-catalyzed -- Cyclization
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2014.09.029 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 1011.xml