Kau-Ming Chen

1,3-Syn diastereoselective reduction of β-hydroxyketones utilizing alkoxydialkylboranes

Abstract Sodium borohydride reduction of β-hydroxyketones in presence of alkoxydialkylboranes 1–7 as complexing agents, produced 1,3- syn diols in at least 98:2 ratio. As illustrated with examples 8–17 this method is quite general and superior to those described in the literature.

ASYMMETRIC SYNTHESIS OF 3,5-DIHYDROXY-6(E)-HEPTENOATE-CONTAINING HMG-COA REDUCTASE INHIBITORS

Abstract A ‘one-pot’ conversion of aldehyde 6 to hydroxyketoester 10 with high enantioselection, culminating in a practical asymmetric synthesis of (3 R ,5 S ) isomer of the antihyperlipoproteinemic agent fluvastatin, 1 , is described. All four 3,5-dihydroxy-6( E )-heptenoate stereoisomers were prepared in enantiopure form starting from 10 , utilizing selective reduction and oxidation methods.

Opening of Glycidol with Phenols in Water Using Catalytic Amounts of Sodium Hydroxide: A Practical Synthesis of 3-Aryloxy-1,2-propanediols

Abstract A practical synthesis of enantiopure 3-aryloxy-1,2-propanediols by opening of (S)-glycidol with phenols under aqueous conditions using catalytic amounts of sodium hydroxide is described.