Thiourea-Catalyzed Enantioselective Addition of Indoles to Pyrones: Alkaloid Cores with Quaternary Carbons

DSpace/Manakin Repository

Thiourea-Catalyzed Enantioselective Addition of Indoles to Pyrones: Alkaloid Cores with Quaternary Carbons

Citable link to this page

 

 
Title: Thiourea-Catalyzed Enantioselective Addition of Indoles to Pyrones: Alkaloid Cores with Quaternary Carbons
Author: Yeung, Charles S.; Ziegler, Robert E.; Porco, John A.; Jacobsen, Eric N.

Note: Order does not necessarily reflect citation order of authors.

Citation: Yeung, Charles S., Robert E. Ziegler, John A. Porco, and Eric N. Jacobsen. 2014. “Thiourea-Catalyzed Enantioselective Addition of Indoles to Pyrones: Alkaloid Cores with Quaternary Carbons.” Journal of the American Chemical Society 136 (39): 13614-13617. doi:10.1021/ja508523g. http://dx.doi.org/10.1021/ja508523g.
Full Text & Related Files:
Abstract: We report the development of a catalytic method for the enantioselective addition of indoles to pyrone-derived electrophiles. Arylpyrrolidino-derived thioureas catalyze the addition with high stereoselectivity in the presence of catalytic quantities of an achiral Brønsted acid. The indole–pyrone adducts feature a quaternary stereocenter and represent an unusual class of indolines bearing structural resemblance to the hybrid natural product pleiocarpamine.
Published Version: doi:10.1021/ja508523g
Other Sources: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4235369/pdf/
Terms of Use: This article is made available under the terms and conditions applicable to Other Posted Material, as set forth at http://nrs.harvard.edu/urn-3:HUL.InstRepos:dash.current.terms-of-use#LAA
Citable link to this page: http://nrs.harvard.edu/urn-3:HUL.InstRepos:22856910
Downloads of this work:

Show full Dublin Core record

This item appears in the following Collection(s)

 
 

Search DASH


Advanced Search
 
 

Submitters