Ontology highlight
ABSTRACT:
SUBMITTER: Smith AB
PROVIDER: S-EPMC2775134 | biostudies-literature | 2008 Oct
REPOSITORIES: biostudies-literature
Organic letters 20080828 19
The total synthesis and assignment of absolute configuration of (-)-aplaminal ( 1), a cytotoxic metabolite from a sea hare possessing a triazobicyclo[3.2.1]octane skeleton, has been achieved. The synthesis entailed condensation of a monoprotected diamine ( 3) with dimethyl 2-oxomalonate ( 4) to generate the imidazolidine core ( 2). Introduction of the third nitrogen via Mitsunobu activation and azide displacement, followed by reduction and lactam formation (AlMe 3), furnished (-)-aplaminal ( 1). ...[more]