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A Diels-Alder route to functionalized cyclohexadienones

โœ Scribed by Danishefsky, Samuel; Yan, C. F.; McCurry, P. M.


Book ID
120175237
Publisher
American Chemical Society
Year
1977
Tongue
English
Weight
375 KB
Volume
42
Category
Article
ISSN
0022-3263

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An efficient, multigram-scale synthesis of dihydronaphthofuranone 1 using a novel aryl intramolecular Diels-Alder reaction of propargyl trans-cinnamate 8 is described. Catalytic reduction of 1 gave the cis-fused tetrahydronaphthofuranone derivative 2.