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Preparation of ethyl 5(s),6-epoxy-3(r)-(methoxymethoxy)hexanoate: a key chiral intermediate for mevinolin and compactin.
Authors:Yvan Guindon  Christiane Yoakim  Michael A. Bernstein  Howard E. Morton
Affiliation:Merck Frosst Canada Inc., P.O. Box 1005, Pointe Claire-Dorval, Quebec, Canada H9R 4P8
Abstract:The synthesis of Ethyl 5(S),6-Epoxy-3(R)-(methoxymethoxy)hexanoate, a key chiral synthon for the β-hydroxy-δ-lactone portion of Mevinolin and Compactin, via a regiospecific ring opening of a tetrahydrofuran derivative by dimethylboron bromide, is described.
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