A sulfinyl trialkoxycarbonyl ethene as a new enantiopure dienophile in asymmetric Diels-Alder reactions

DOI: 10.1016/0040-4020(95)00443-C

Source and publish data:

Tetrahedron p. 8323 - 8332 (1995)

Update date:2022-08-03

Topics:

Authors:

Carretero, Juan C.

Garcia Ruano, Jose L.

Martin Cabrejas, Luisa M.

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Article abstract of DOI:10.1016/0040-4020(95)00443-C

The synthesis and the asymmetric Diels-Alder reactions of the enantiomerically pure (S)-p-tolylsulfinyl trialkoxycarbonyl ethene 3 with cyclic and acyclic dienes are reported. π-Facial selectivity and regioselectivity are very high in all studied cases. R

Full text of DOI:10.1016/0040-4020(95)00443-C

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Product name:(S₁,S₂,R₄,S_S)-benzyl 3,3-diethoxycarbonyl-2-(p-tolylsulfinyl)-bicyclo<2.2.1>hept-5-ene-2-carboxylate

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