Highly Diastereoselective Indium‐Mediated Allenylation of <i>N</i>‐<i>tert</i>‐Butanesulfinyl Imino Ester: Efficient Synthesis of Optically Active α‐Allenylglycines

Shen‐Shuang Jin, Ming‐Hua Xu

Advanced Synthesis & Catalysis · 2010 · 34 citations · 43 references

Concepts

Abstract

Abstract An efficient and practical asymmetric synthesis of highly enantiomerically enriched α‐allenylglycines by room temperature indium‐mediated allenylation of chiral N‐tert ‐butanesulfinyl imino esters with propargylic halides is described. The synthetic utilities of the approach were demonstrated by the rapid and convenient preparation of challenging cis ‐substituted proline derivatives.

References

43