A highly asymmetric, Lewis acid-catalysed Diels-Alder reaction using optically active 2-(3-tolyl-p-sulfinyl)furyl α,β-unsaturated ketones as a dienophile

DOI: 10.1039/P19960000759

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 759 - 762 (1996)

Update date:2022-08-03

Topics:

Authors:

Arai, Yoshitsugu

Masuda, Tsutomu

Masaki, Yukio

Shiro, Motoo

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Article abstract of DOI:10.1039/P19960000759

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.

Full text of DOI:10.1039/P19960000759

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