First synthesis of (+)- and (−)-elvirol based on an enzymatic function

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A highly enantioselective synthesis of versatile chiral synthons possessing one stereogenic center, ( S)- and ( R)-4-aryl-5-hydroxy-(2 E)-pentenoate 3 was achieved based on the enzymatic reaction of (±)- 4 with commercially available lipase ‘OF-360’ from Candida rugosa. An application of ( S)- 3 and ( R)- 3 to the total syntheses of ( S)-elvirol 1 and ( R)-elvirol 1, respectively, is described.