Ontology highlight
ABSTRACT:
SUBMITTER: Smith AN
PROVIDER: S-EPMC8611659 | biostudies-literature | 2021 Jun
REPOSITORIES: biostudies-literature
Smith Abigail N AN Johnston Jeffrey N JN
The Journal of organic chemistry 20210607 12
A reinvestigation into the macrocyclooligomerization (MCO) of a tetradepsipeptide is reported, uncovering a paradox in which the MCO of depsipeptide monomers can produce "impossible" ring sizes: a 12-atom chain produced the expected 24-membered ring, alongside unexpected 18- and 30-membered cyclic oligomeric depsipeptides (CODs). We report an alternative preparation of authentic 18- and 36-membered macrocycles for this case using a stepwise synthesis that provides definitive analytical character ...[more]