Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 25, Pages 6533-6537Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201403542
Keywords
configuration determination; diastereoselectivity; marine macrolides; structure elucidation; total synthesis
Categories
Funding
- Hong Kong Research Grants Council [PolyU 5040/10P, PolyU 5037/11P, PolyU 5020/12P, PolyU5030/13P, PolyU153035/14P]
- Fong Shu Fook Tong Foundation
- Joyce M. Kuok Foundation
- National Natural Science Foundation of China [21072007, 21272011, 21133002]
- Shenzhen Science and Technology Development Fund [JCYJ20130329175740481, ZYC201105170351A]
Ask authors/readers for more resources
The total synthesis of the tunicate metabolite mandelalide A and the correction of its originally assigned stereochemistry are reported. Key features of the convergent, fully stereocontrolled route include the use of a Prins cyclization for the diastereoselective construction of the tetrahydropyran subunit, Rychnovsky-Bartlett cyclization for the preparation of the tetrahydrofuran moiety, Suzuki coupling, Horner-Wadsworth-Emmons macrocyclization, and glycosylation to append the l-rhamnose-derived pyranoside.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available
Share Paper
