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Unsymmetrical functionalization of 1,3-cyclohexadienes: Palladium-catalyzed stereoselective 1,4-acyloxy-alkoxylation

✍ Scribed by Eike Hupe; Kenichiro Itami; Attila Aranyos; Kálmán J. Szabó; Jan-E. Bäckvall

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
537 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

Palladium-catalyzed reaction of 1,3-cyclohexadiene with alcohols and acetic or benzoic acid under mild acidic conditions gives trans-l-acetoxy-or trans-l-benzyloxy-4-alkoxy-2-cyclobexenes, respectively, with high regio-and stereo-selectivity. The unsymmtrical 1,4-acyloxy-alkoxy products me obtained by fine tuning the reaction conditions in a narrow pH range.

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