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Tarchonanthuslactone, a syn-1,3-polyol-derived α,β-unsaturated δ-lactone, has been synthesized. The coupling reaction of a chiral dithiane with a chiral epoxide and highly syn-stereoselective 1,3-asymmetric reduction of the derived hydroxy ketone led to the synthesis of tarchonanthuslactone in a stereocontrolled manner.
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Mori et al. (1990) studied this question.
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