• From left: Dr. B. W. Greatrex, E. T. Ledingham, Dr. M. K. Taylor (University of New England, Australia)

    From left: Dr. B. W. Greatrex, E. T. Ledingham, Dr. M. K. Taylor (University of New England, Australia)

      zoom

Stereoselective Cyclopropanation of (–)-Levoglucosenone Derivatives

Ben Greatrex presents the stereoselective cyclopropanation of (–)-levoglucosenone derivatives.

Stereoselective Cyclopropanation of (–)-Levoglucosenone Derivatives Using Sulfonium and Sulfoxonium Ylides: E. T. Ledingham, C. J. Merritt, C. J. Sumby, M. K. Taylor, Ben W. Greatrex
Synthesis 2017, 49, 2652–2662

(–)-Levoglucosenone is a readily available, versatile and highly functionalized bicyclic chiral building block that can be produced from abundant lignocelluloses in a single synthetic step. It therefore represents a very useful and convenient starting material for the preparation of chiral non-racemic complex compounds. A new use of (–)-levoglucosenone for the stereoselective synthesis of cyclopropanes has been reported by Dr. Ben W. Greatrex and co-workers from the University of New England (Amidale, Australia) in a recent issue of Synthesis.

  • Stereoselective cyclopropanation of (–)-levoglucosenone derivatives

    Stereoselective cyclopropanation of (–)-levoglucosenone derivatives

      zoom

Dr. Greatrex said: “The mild conditions are highly selective for cyclopropanation over competing epoxidation, and applied to levoglucosenone, have enabled the synthesis of highly substituted cyclopropanes from this useful biomass derivative.” 

Get Trial Access to the chemistry journals
Download SYNFORM or read it online
Cookie-Einstellungen