Dataset Information
Total synthesis of the endogenous inflammation resolving lipid resolvin D2 using a common lynchpin.
Ontology highlight
ABSTRACT:
SUBMITTER: Li J
PROVIDER: S-EPMC3869264 | biostudies-literature | 2013
REPOSITORIES: biostudies-literature
Publications
Total synthesis of the endogenous inflammation resolving lipid resolvin D2 using a common lynchpin.
Beilstein journal of organic chemistry 20131203
The total synthesis of the endogenous inflammation resolving eicosanoid resolvin D2 (1) is described. The key steps involved a Wittig reaction between aldehyde 5 and the ylide derived from phosphonium salt 6 to give enyne 17 and condensation of the same ylide with aldehyde 7 to afford enyne 11. Desilylation of 11 followed by hydrozirconation and iodination gave the vinyl iodide 4 and Sonogashira coupling between this compound and enyne 3 provided alkyne 18. Acetonide deprotection, partial reduct ...[more]