Ontology highlight
ABSTRACT:
SUBMITTER: Mfuh AM
PROVIDER: S-EPMC4711935 | biostudies-literature | 2015 Jul
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20150622 25
We report herein a facile and efficient method of the construction of the cis-1,2-oxazadecaline system, distinctive of (pre)trichodermamides, aspergillazine A, gliovirin, and FA-2097. The formation of the 1,2-oxazadecaline core was accomplished by a 1,2-addition of an αC-lithiated O-silyl ethyl pyruvate oxime to benzoquinone, which is followed by an oxa-Michael ring-closure. The method was successfully applied to the concise total synthesis of trichodermamide A (in gram quantities) and trichoder ...[more]