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Diels-Alder reactions of cycloalkenones. 14. Endo diastereoselectivity of 2-cyclohexenones in reactions with cyclopentadiene

โœ Scribed by Angell, E. Charles; Fringuelli, Francesco; Guo, Ming; Minuti, Lucio; Taticchi, Aldo; Wenkert, Ernest

Book ID
120321092
Publisher
American Chemical Society
Year
1988
Tongue
English
Weight
573 KB
Volume
53
Category
Article
ISSN
0022-3263

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Highly diastereoselective diels-alder re
Highly diastereoselective diels-alder reaction of optically active 2-p-tolylsulphinyl-2-cycloalkenones with cyclopentadiene
โœ I. Alonso; J.C. Carretero; J.L. Garcia Ruano ๐Ÿ“‚ Article ๐Ÿ“… 1989 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 224 KB

The Diels-Alder reaction of (S)-Z-ptolylsulphinyl-2-cyclopentenone (and 2cyclohexcnone) with cyclopentadiene, catalized by AlCl3 and AlEtClz, occurs at room temperature with complete facial diastereoselectivity, but with moderate endo-exe selectivity. Substituted enantiomerically pure o,Bunsaturate