title: Application of the diastereoselective photodeconjugation of α,β-unsaturated esters to the synthesis of gymnastatin H.
abstract: 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.
authors: Université Lyon 1, UMR 5246 CNRS, Institut de Chimie et de Biochimie Moléculaire et Supramoléculaire, 69622 Villeurbanne, France.
authors: Ludovic
authors: L
authors: Raffier
authors: Olivier
authors: O
authors: Piva