Chelation- and Nonchelation-Controlled Reductions of β-Dicarbonyl Compounds to 1,3-Diols with Three Chiral Centers

Article abstract of DOI:10.1021/jo00384a009

1,3-Diols 5 with three chiral centers are easily obtained, as a diastereoisomer mixture, by reduction of β-dicarbonyl compounds 4 with lithium aluminum hydrides.The diastereoisomer ratio depends largely on the solvent and the nature of the reducing agent.