The Diels–Alder reaction of chiral 2-(3-tolyl p-sulfinyl)furyl α,β-unsaturated ketones 3 and 4 with cyclopentadiene in the presence of a Lewis acid proceeds smoothly to give the corresponding endo adducts 5a and 6a, respectively, in excellent yield with high diastereoselectivity.
Y. Arai, T. Masuda, Y. Masaki and M. Shiro, J. Chem. Soc., Perkin Trans. 1, 1996, 759 DOI: 10.1039/P19960000759
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