Journal of Organic Chemistry p. 3464 - 3470 (1982)
Update date:2022-08-04
Topics:
Fang, Jim-Min
By proper selection of the reaction conditions, 1,4-additions of malonate and propionate anions to 2-(phenylthio)-2-cyclopentenone were accomplished.Subsequent trapping of the intermediate enolates with an electrophile in the aprotic media afforded α,α,β-trisubstituted ketones regiospecifically.The effects of the counterion, solvent, and temperature were examined.An application of this method to the formal synthesis of the pseudoguaianolides (+/-)-aromatin and (+/-)-confertin is described.
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Doi:10.1016/S0040-4039(00)86866-5
(1982)Doi:10.3987/com-99-8752
(2000)Doi:10.1021/jo049471k
(2004)Doi:10.1016/S0040-4039(00)86871-9
(1982)Doi:10.1246/cl.1985.229
(1985)Doi:10.1016/S0022-328X(00)84322-3
(1982)
