Relay Cross Metathesis for the Iterative Construction
of Terpenoids and Synthesis of a Diterpene-Benzoate Macrolide of Biogenetic
Relevance to the Bromophycolides
posted on 2020-03-31, 19:14authored byKarim
A. Bahou, D. Christopher Braddock, Adam G. Meyer, G. Paul Savage
We report a relay
cross metathesis (ReXM) reaction for the construction
of terpenoids in an iterative protocol. The protocol features the
cross metathesis of a relay-actuated Δ6,7-functionalized
C10-monoterpenoid alcohol with C10-monoterpenoid
citral to form a C15-sesquiterpene. Subsequent functional
group manipulation allows for the method to be repeated in an iterative
fashion. The method is used for the synthesis of a diterpene-benzoate
macrolide of biogenetic relevance to the bromophycolide family of
natural products.