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Fully regio- and endo-stereoselective synthesis of new polycyclic allylic sulfides via a Diels–Alder reaction. Synthetically useful transformations of these sulfides by Marek Koprowski; Aleksandra Skowrońska; Marek L. Główka; Andrzej Fruziński is a Chemistry article available to read on EtoBox.

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Thermal and Lewis acid catalyzed cycloadditions of (Z)-1,2-diheterosubstituted-1,3-dienes to a variety of dienophiles are described. Both endo/exo and regioselectivity have been investigated. In all cases cycloaddition reactions exhibited full regio-and endostereoselectivity. The obtained cycloadducts are new polycyclic allylic sulfides carrying much structural and stereochemical informations. Work on transformation of the adducts, mainly to the corresponding new 1,3-dienes and aromatic compounds, is also presented.

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Author

Marek Koprowski; Aleksandra Skowrońska; Marek L. Główka; Andrzej Fruziński

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

2007

Language

EN

Field

Chemistry (Physical Sciences)