Total synthesis and stereochemical assignment of (±)-sorbiterrin A.

ABSTRACT: A concise, biomimetic approach to sorbiterrin A has been developed employing consecutive Michael additions of a 4-hydroxypyrone to a sorbicillinol derivative and silver nanoparticle-mediated bridged aldol/dehydration to construct the [3.3.1] ring system. The relative stereochemistry of sorbiterrin A was unambiguously confirmed by X-ray crystallographic analysis.

SUBMITTER: Qi C 

PROVIDER: S-EPMC3978410 | biostudies-literature | 2014 Mar

REPOSITORIES: biostudies-literature