Ontology highlight
ABSTRACT:
SUBMITTER: Raffier L
PROVIDER: S-EPMC3064449 | biostudies-literature | 2011 Feb
REPOSITORIES: biostudies-literature
Beilstein journal of organic chemistry 20110202
The asymmetric synthesis of gymnastatin H has been achieved by using the photoisomerisation of a conjugated ester to its β,γ-unsaturated isomer through the protonation of a in situ generated dienol as key step. Thanks to diacetone D-glucose used as a chiral alkoxy group, the protonation occurred well onto one of the two diastereotopic faces with very high yields and selectivities. Moreover, by this way the configuration of the C-6 centre of the target molecule was controlled. ...[more]