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A synthetic approach for constructing the 3/6/6/5-fused tetracyclic skeleton of tenuipesine A.
- Source :
-
Chemistry, an Asian journal [Chem Asian J] 2014 Mar; Vol. 9 (3), pp. 724-7. Date of Electronic Publication: 2014 Jan 16. - Publication Year :
- 2014
-
Abstract
- An efficient approach toward the 3/6/6/5-fused tetracyclic skeleton of tenuipesine A has been accomplished. The strategy featured 1) a tandem Mitsunobu and 3,3-rearrangement reaction yielding the key intermediate 7 with two adjacent all-carbon quaternary centers with high d.r.; and 2) a tandem DBDMH-mediated semipinacol rearrangement via a 1,2-oxygen migration of an allylic hemiketal to construct the highly substituted tetrahydropyran ring.<br /> (Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Details
- Language :
- English
- ISSN :
- 1861-471X
- Volume :
- 9
- Issue :
- 3
- Database :
- MEDLINE
- Journal :
- Chemistry, an Asian journal
- Publication Type :
- Academic Journal
- Accession number :
- 24436258
- Full Text :
- https://doi.org/10.1002/asia.201301581