An Ireland-Claisen Rearrangement/Lactonisation Cascade as a Key Step in Studies Towards the Synthesis of (-)-Euonyminol
作者
WEBBER MATTHEW J; WESTON MATTHEW; GRAINGER DAMIAN M; LLOYD STACY; WARREN SARAH A; POWELL LYN; ALANINE ALEXANDER; STONEHOUSE JEFFREY P; FRAMPTON CHRISTOPHER S; WHITE ANDREW J P; SPIVEY ALAN C
[摘要]:Progress towards the asymmetric total synthesis of (-)-euonyminol is described with the focus on the installation of the oxygenation pattern on the lower rim of the molecule. An Ireland-Claisen rearrangement/lactonisation cascade has been developed and studies towards further elaboration have uncovered an intriguing tunable diastereoselective alpha-bromination of the resulting gamma-lactone.