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D-glucose bound dienes in diels-alder reactions

✍ Scribed by A.M. Freitas; A.Gil Fortes; R.J. Stoodley

Book ID
108403075
Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
152 KB
Volume
34
Category
Article
ISSN
0144-8617

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## Abstract Theoretical calculations and simple MO considerations predict that a coplanar and spatially close arrangement of double bonds in structures such as tetradehydrodianthracene 1, should both lower the LUMO and raise the HOMO energy of the Ο€ system. Thus the reactivity in Diels‐Alder reacti

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## Abstract Tetradehydrodianthracene (TDDA; 1) reacts with electronrich dienes such as butadiene, cyclopentadiene and __o__‐quinodimethane under ambient conditions. Only 1:1 products 5–8 were observed even with a large excess of the diene and under drastic conditions (though two strained and highly