Ontology highlight
ABSTRACT:
SUBMITTER: Yuan ZQ
PROVIDER: S-EPMC2587128 | biostudies-literature | 2005 Feb
REPOSITORIES: biostudies-literature
Organic letters 20050201 4
Efficient and unusually concise total syntheses of both enantiomers of the Aspidosperma alkaloids 4-desacetoxy-6,7-dihydrovindorosine (12) and minovine (1) are detailed. A tandem intramolecular Diels-Alder/1,3-dipolar cycloaddition reaction of the 1,3,4-oxadiazole 8, in which three new rings, four new C-C bonds, and five stereocenters are formed, is a key step in the sequence. The availability of optically active material permitted an assessment of the enantiomeric integrity of minovine and the ...[more]