Solid-supported a,a0-dioxothiones are easily obtained starting from b-ketoester modified Wang and hydroxymethylated polystyrene resins. The hetero Diels–Alder reactions (HDAR) of these species, used either as electron-poor dienes or dienophiles, followed by a simple cleavage of the products from the resin by trans-esterification with sodium methoxide, allowed the isolation of the desired cycloadducts in overall yields up to 90%.
Hetero Diels-Alder Reactions (HDAR) of α,α'-Dioxothiones on Solid Support / S. Menichetti; M. Mori; C. Nativi. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 61:(2005), pp. 5005-5010.
Hetero Diels-Alder Reactions (HDAR) of α,α'-Dioxothiones on Solid Support
MENICHETTI, STEFANO
;NATIVI, CRISTINA
2005
Abstract
Solid-supported a,a0-dioxothiones are easily obtained starting from b-ketoester modified Wang and hydroxymethylated polystyrene resins. The hetero Diels–Alder reactions (HDAR) of these species, used either as electron-poor dienes or dienophiles, followed by a simple cleavage of the products from the resin by trans-esterification with sodium methoxide, allowed the isolation of the desired cycloadducts in overall yields up to 90%.
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