Liquid-Phase Synthesis of Chiral Tartrate Ligand Library for Enantioselective Sharpless Epoxidation of Allylic Alcohols

Diisopropyl tartrate (E)-γ-(dimethylphen

Diisopropyl tartrate (E)-γ-(dimethylphenylsilyl)allylboronate, a chiral allylic alcohol β-carbanion equivalent for the enantioselective synthesis of 2-butene-1,4-diols from aldehydes

✍ William R. Roush; Paul T. Grover 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 274 KB

## An enantioselective synthesis of I-subs&ted (E)-2-buten-1.4~dials is akscribcd. The method involves the reaction of akiehydes with the chiral PhM$i-substituted allylboronate 3 followed by epoxiaktion (dbnethyl dioxirane) and acid catalyzed Petersen rearrangement of the intermediate epoxysilanols.