School of Chemistry, University of Leeds, Leeds, LS2 9JT, UK ; Astbury Centre for Structural Molecular Biology, University of Leeds, Leeds, LS2 9JT, UK.
Beilstein J Org Chem. 2013 Apr 22;9:775-85. doi: 10.3762/bjoc.9.88. Print 2013.
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.
一系列的易位底物是由不饱和砌块的三联体组装而成的。该方法涉及到将一个增长的和一个终止的砌块反复连接到一个带氟标记的起始砌块上。易位级联化学被用来“重新编程”分子支架。值得注意的是，在一种情况下，环丙烷化反应与预期的易位级联过程竞争。最后，证明了易位产物可以衍生化得到最终产物。在每个阶段，氟标记的保护基团的存在都有助于纯化。
