Novel, Efficient Alkene-Phosphinite Hybrid Ligand Based on <scp>d</scp>-Glucose

Tobias Minuth, Mike M. K. Boysen

Organic Letters · 2009 · 76 citations · 43 references

Concepts

Abstract

A commercially available 2,3-unsaturated pyranoside, derived from d-glucose, was converted into a new type of olefin phosphorus chelate ligand in only three steps. Application in rhodium catalyzed conjugate additions of phenylboronic acid to enones led to excellent levels of stereoinduction for several cyclic substrates. The easy preparation and the high efficiency of this ligand make it an interesting and promising alternative to established systems.

References

43