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.
Y. Mori and M. Suzuki, J. Chem. Soc., Perkin Trans. 1, 1990, 1809 DOI: 10.1039/P19900001809
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