Journal of Organic Chemistry p. 5543 - 5545 (1985)
Update date:2022-07-30
Topics:
Grimm, Erich L.
Zschiesche, Ruth
Reissig, Hans-Ulrich
2-Alkenyl-substituted methyl 2-siloxycyclopropanecarboxylates 3a, 3b, and 6 - easily available from the corresponding silyl enol ether - react with a variety of O-, N-, S-, and C-nucleophiles under mild acidic or basic conditions providing polyfunctionalized products 7-19 in good to excellent yields via 1,4-addition to vinyl ketones formed in situ.Due to the versatility of the nitro group, nitroalakne, adducts 15-19 are of special interest for further transformations.
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Doi:10.1248/cpb.33.3738
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(1985)
