Total synthesis of a marine alkaloid from the tunicate Dendrodoa grossularia.
A short synthesis of an indole marine alkaloid (1) from the tunicate Dendrodoa grossularia is described. The key step in the synthesis involves a novel twist on an underutilized oxazole rearrangement, which produces the quaternary stereocenter in the molecule.
Hupp
Christopher D
CD
Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA.
Tepe
Jetze J
JJ
D000818:Animals; D018360:Crystallography, X-Ray; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D010080:Oxazoles / Q000737:chemistry; D014561:Urochordata / Q000737:chemistry
D026121:Indole Alkaloids; D010080:Oxazoles