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Total synthesis of ramonanins A-D.
- Source :
-
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2015 Feb 02; Vol. 54 (6), pp. 1795-8. Date of Electronic Publication: 2014 Dec 15. - Publication Year :
- 2015
-
Abstract
- The first total synthesis of the ramonanin family of lignan natural products is described. The short synthesis involves a 2,5-diaryl-3,4-dimethylene tetrahydrofuran intermediate, which participates in an unexpectedly facile Diels-Alder dimerization, generating all four natural products. Insights into the reactivity and stereoselectivity of the key dimerization are provided through computational studies employing B3LYP/6-31G(d) and M06-2X/6-31G(d) model chemistries.<br /> (© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Subjects :
- Biological Products chemistry
Lignans chemistry
Lignans chemical synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 1521-3773
- Volume :
- 54
- Issue :
- 6
- Database :
- MEDLINE
- Journal :
- Angewandte Chemie (International ed. in English)
- Publication Type :
- Academic Journal
- Accession number :
- 25510556
- Full Text :
- https://doi.org/10.1002/anie.201409818