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Diels-Alder reactions of cycloalkenones. 16. The Endo diastereoselectivity of some cycloalkenones in reactions with 1,3-cyclohexadiene

✍ Scribed by Fringuelli, Francesco; Guo, Ming; Minuti, Lucio; Pizzo, Ferdinando; Taticchi, Aldo; Wenkert, Ernest

Book ID
120321093
Publisher
American Chemical Society
Year
1989
Tongue
English
Weight
436 KB
Volume
54
Category
Article
ISSN
0022-3263

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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