2007
First total synthesis of ()-flustraminol B.Oscar R. Suárez-Castillo, Maricruz Sánchez-Zavala, Myriam Meléndez-Rodríguez, Eliazar Aquino-Torres, Martha S. Morales-Ríos, Pedro Joseph-Nathan. DOI: 10.3987/COM-07-11048
Abstract
A first route for the synthesis of a 6-brominated marine alkaloid, flustraminol B (1), is reported using 2,6-dibromoindole (3b) as a key starting material. Bromine atoms were introduced regioselectively to 2b using NBS. The crucial selective reductive cyclization of the corresponding 6-brominated-2,3-dioxindole (7b) was successfully controlled using Red-Al in toluene, leading to 6-brominated pyrroloindole (8), which by selective N-methylation gave flustraminol B (1).
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
First Total Synthesis of ()-Flustraminol B
One-potsynthesis of conformationallyrestrictedspirooxindoles
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii