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10-Step Asymmetric Total Synthesis and Stereochemical Elucidation of (+)-Dragmacidin D.
- Source :
-
Angewandte Chemie International Edition . Aug2015, Vol. 54 Issue 34, p9971-9975. 5p. - Publication Year :
- 2015
-
Abstract
- The asymmetric synthesis of dragmacidin D ( 1) was completed in 10 steps. Its sole stereocenter was set by using direct asymmetric alkylation enabled by a C2-symmetric tetramine and lithium N-(trimethylsilyl)- tert-butylamide as the enolization reagent. A central Larock indole synthesis was employed in a convergent assembly of the heterocyclic subunits. The stereochemical evidence from this work strongly supports the predicted S configuration at the 6′′′ position, which is consistent with other members of the dragmacidin family of natural products. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 54
- Issue :
- 34
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 108789122
- Full Text :
- https://doi.org/10.1002/anie.201504113