title: Synthesis of skeletally diverse alkaloid-like molecules: exploitation of metathesis substrates assembled from triplets of building blocks.
abstract: A range of metathesis substrates was assembled from triplets of unsaturated building blocks. The approach involved the iterative attachment of a propagating and a terminating building block to a fluorous-tagged initiating building block. Metathesis cascade chemistry was used to "reprogram" the molecular scaffolds. Remarkably, in one case, a cyclopropanation reaction competed with the expected metathesis cascade process. Finally, it was demonstrated that the metathesis products could be derivatised to yield the final products. At each stage, purification was facilitated by the presence of a fluorous-tagged protecting group.
authors.affiliation: School of Chemistry, University of Leeds, Leeds, LS2 9JT, UK ; Astbury Centre for Structural Molecular Biology, University of Leeds, Leeds, LS2 9JT, UK.
authors.forename: Sushil K
authors.initials: SK
authors.lastname: Maurya
authors.forename: Mark
authors.initials: M
authors.lastname: Dow
authors.forename: Stuart
authors.initials: S
authors.lastname: Warriner
authors.forename: Adam
authors.initials: A
authors.lastname: Nelson
keywords: alkaloids; cyclopropanes; diversity-oriented synthesis; metathesis