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A Straightforward Route to Functionalized trans -Diels−Alder Motifs

✍ Scribed by Lee, Jun Hee; Zhang, Yandong; Danishefsky, Samuel J.

Book ID
126040974
Publisher
American Chemical Society
Year
2010
Tongue
English
Weight
590 KB
Volume
132
Category
Article
ISSN
0002-7863

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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.