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N-methyldithiophthalimide as a highly regioselective hetero dienophile in diels-alder reaction

✍ Scribed by Yoshinao Tamaru; Hiroshi Satomi; Osamu Kitao; Zen-ichi Yoshida


Book ID
104233600
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
249 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis


N-Iklethyldithiophthalimide serves as a very reactive dienophile and reacts with 1,3-dienes at room temperature to give Diels-Alder products in very high rqioselectivity.


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Oxidation with barium manganate of the enol of dicyanobenzoquinone of meso-17 yields (E)-7b and an isomer (77:23) which was assigned structure (Z)-7b on the tetraacetylethane (10) affords tetraacetylethylene (7a) in good yield. Treatment of the 1,3-diketones 15a and b with basis of spectroscopic evi