Asymmetric 1,4-additions to γ-menthyloxybutenolides. (Part III) Enantioselective synthesis of (-) eudesmin

DOI: 10.1016/S0040-4039(00)79733-4

Source and publish data:

Tetrahedron Letters p. 3239 - 3242 (1991)

Update date:2022-08-03

Topics:

Authors:

Jansen Jansen

Feringa Feringa

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Article abstract of DOI:10.1016/S0040-4039(00)79733-4

Based on an enantioselective Michael addition of the aryldithiane of 3,4-dimethoxybenzaldehyde, to (5S)-menthyloxy-2[5H]-furanone optically pure (-) Eudesmin was synthesized in 16% overall yield.

Full text of DOI:10.1016/S0040-4039(00)79733-4

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Product name:(3R,4S,5S,6αRS)-3-<(3,4-Dimethoxyphenyl)hydroxymethyl>-4-<(3,4-dimethoxyphenyl)bis(phenylthio)methyl>-5-(d-menthyloxy)dihydro-2(3H)-furanone

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