Novel Crossed Diels−Alder Reactions of 1-(2-Butadienyl)pyridinium Bromide

Novel Crossed Diels−Alder Reactions of 1-(2-Butadienyl)pyridinium Bromide

Crossed Diels−Alder cycloadditions of a positively charged diene, 1-(2-butadienyl)pyridinium bromide (1a), with cyclopentadiene in acetonitrile proceed stereospecifically and regioselectively. The regioselectivity of 1a as the dienophile is especially unique.

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Veröffentlicht in:Journal of organic chemistry 1996-12, Vol.61 (26), p.9293-9296
Hauptverfasser: Lee, Shwu-Jiuan, Tzeng, Chiou-Bih, Lin, Su-Ching, Chao, Ito, Lu, Hsiu-Feng, Chou, Ta-shue
Format: Artikel
Sprache:eng
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Zusammenfassung:Crossed Diels−Alder cycloadditions of a positively charged diene, 1-(2-butadienyl)pyridinium bromide (1a), with cyclopentadiene in acetonitrile proceed stereospecifically and regioselectively. The regioselectivity of 1a as the dienophile is especially unique.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo9614809