Ontology highlight
ABSTRACT:
SUBMITTER: Rankin SS
PROVIDER: S-EPMC5157775 | biostudies-literature | 2016 Sep
REPOSITORIES: biostudies-literature
European journal of organic chemistry 20160815 26
A practical synthesis of a novel oxabicyclo[6.2.1]undecenetriol useful as a medicinal chemistry scaffold has been developed starting from l-ribose. The sequence involves an oxidation/Grignard addition sequence and a challenging ring-closing metathesis (RCM) reaction as the ring forming step. Exploration of the RCM substrate protecting groups revealed the key factor for successful nine-membered medium ring formation to be conformational bias of the reacting alkenes of the RCM substrate by very bu ...[more]