Journal article
Enantioselective Organocatalytic Michael/Aldol Sequence: Anticancer Natural Product (+)‐trans‐Dihydrolycoricidine
Abstract
A total synthesis of the anticancer natural product (+)-trans-dihydrolycoricidine is reported from α-azidoacetone and cinnamaldehyde precursors. Key elements include an asymmetric organocatalytic sequence proceeding by a regiospecific secondary-amine-catalyzed syn Michael addition followed by an intramolecular aldol reaction. The sequence results in the formation of an advanced intermediate, containing three stereogenic centers, in one step …
Authors
McNulty J; Zepeda‐Velázquez C
Journal
Angewandte Chemie International Edition, Vol. 53, No. 32, pp. 8450–8454
Publisher
Wiley
Publication Date
August 4, 2014
DOI
10.1002/anie.201403065
ISSN
1433-7851