Ontology highlight
ABSTRACT:
SUBMITTER: Campbell EL
PROVIDER: S-EPMC3946432 | biostudies-other | 2013 Oct
REPOSITORIES: biostudies-other
Campbell Erica L EL Skepper Colin K CK Sankar Kuppusamy K Duncan Katharine K KK Boger Dale L DL
Organic letters 20131002 20
A powerful tandem [4 + 2]/[3 + 2] cycloaddition cascade of 1,3,4-oxadiazoles initiated by a transannular [4 + 2] cycloaddition is detailed. An impressive four rings, four carbon-carbon bonds, and six stereocenters are set on each site of the newly formed central six-membered ring in a cascade thermal reaction that proceeds at temperatures as low as 80 °C. The resulting cycloadducts provide the basis for the synthesis of unique analogues of vinblastine containing metabolically benign deep-seated ...[more]