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2000 benzofuran derivatives benzofuran derivatives R 0070 26 - 104 Intramolecular Diels–Alder Reactions of Masked p-Benzoquinones: A Novel Methodology for the Synthesis of Highly Functionalized cis-Decalins. — Oxidation of compounds (I) gives masked p-benzoquinones, which undergo intramolecular Diels–Alder reaction to afford highly function- alized cis-decalins. In all cases the endo-adduct of the cycloaddition is the predominant product. The precursors (I) are synthesized by tethering the corresponding dienols to the hydroquinone under Mitsunobu conditions. — (TSAI, YOW-FU; PEDDINTI, RAMA KRISHNA; LIAO, CHUN-CHEN; Chem. Commun. (Cambridge) (2000) 6, 475-476; Dep. Chem., Natl. Tsing Hua Univ., Taichung 300, Taiwan; EN) 1

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Page 1: ChemInform Abstract: Intramolecular Diels—Alder Reactions of Masked p-Benzoquinones: A Novel Methodology for the Synthesis of Highly Functionalized cis-Decalins

2000 benzofuran derivatives

benzofuran derivativesR 0070

26 - 104Intramolecular Diels–Alder Reactions of Masked p-Benzoquinones:A Novel Methodology for the Synthesis of Highly Functionalizedcis-Decalins. — Oxidation of compounds (I) gives masked p-benzoquinones,which undergo intramolecular Diels–Alder reaction to afford highly function-alized cis-decalins. In all cases the endo-adduct of the cycloaddition is thepredominant product. The precursors (I) are synthesized by tethering thecorresponding dienols to the hydroquinone under Mitsunobu conditions. —(TSAI, YOW-FU; PEDDINTI, RAMA KRISHNA; LIAO, CHUN-CHEN;Chem. Commun. (Cambridge) (2000) 6, 475-476; Dep. Chem., Natl. TsingHua Univ., Taichung 300, Taiwan; EN)

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