ChiPros Chiral Epoxides | Sigma-Aldrich
The dominant epoxides industrially are ..
We have developed a powerful method for the stereoselective synthesis of 1,4-diols through the copper-catalyzed borylation of allylic epoxides. The method allows for the synthesis of primary, secondary and tertiary diols, with syn or anti relative stereochemistry, in good yields and high diastereomeric ratios. Additionally, protection of the hydroxyl group prior to the C-B bond oxidation allows access to orthogonally protected 1,4-diols.
Chiral epoxides can often be derived ..
Spiroaminoborate ester 1 derived from diphenylprolinol was highly effective for the reduction of a variety of aryl, heteroaryl,, α-alkoxy and aliphatic ketones providing the desired secondary alcohols in excellent yield with excellent enantioselectivity, higher or similar to Corey’s OAB (CBS reagent). Presently, we are interested in the synthesis of nonracemic α-aryloxy- and α-amino alcohols as important chiral building blocks for the preparation of neurobiological active molecules. We, herein, describe a simple and convenient procedure for the preparation of optical active epoxides in high yield with excellent enantiopurity and their application to the synthesis of optically pure β-hydroxy ethers and 1,2-azido alcohols.