259142-63-7Relevant academic research and scientific papers
Facile One-Step Synthesis of β-Alkoxy Lactone via Sequential Lactonization and 1,4-Addition of Alkoxide Group: Total Synthesis of All Stereoisomers of Dihydrokawain-5-ol
Singh, Ravi P.,Singh, Vinod K.
, p. 3425 - 3430 (2007/10/03)
We describe here a divergent total synthesis of all of the four stereoisomers of dihydrokawain-5-ol starting from α-D-glucose. The approach involves the use of Ando's modification of Horner-Wadsworth-Emmons homologation to give a α,β-unsaturated ester. Subsequently, lactonization and 1,4-addition of OMe group in one step provided a γ-lactone, which was converted into the target compounds in two steps.
