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Tandem reverse-electron-demand diels-alder reactions of 1,5-cyclooctadiene.

✍ Scribed by J.Gabriel Garcia; Frank R. Fronczek; Mark L. McLaughlin


Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
274 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis


Hexachlorocyclopentadiene and 5,5-dimethoxy-l,2,3.4-tetrachlorocyclopenta-2,4-diene react with 1,5-cyclooctadiene to produce a 1:4 syn to anti mixture of diadducts in good yield. The stereochemistry of the diastereomers is examined using X-my and molecular mechanics calculations are used to explore some of the potential causes for the observed diastereoselectivity.


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