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Oxygen electron-rich unsaturated ketones

Benzophenone (Amax = 340 nm, log e = 2.5, n-ir electronic transition) can be used as a photochemical reagent and eq. 4.25 shows a radical Michael-addition reaction with benzophenone. The formed benzophenone biradical (triplet state, Tx) abstracts an electron-rich a-hydrogen atom from methyl 3-hydroxypropanoate (62) to generate an electron-rich a-hydroxy carbon-centered radical [III], then its radical adds to the electron-deficient (3-carbon of a, (3-unsaturated cyclic ketone (63) through the radical Michael addition. The electrophilic oxygen-centered radical in the benzophenone biradical abstracts an electron-rich hydrogen atom from methyl 3-hydroxypropanoate (62) [70]. So, an a-hydroxy carbon-centered radical [III] is formed, and an electron-deficient a-methoxycarbonyl carbon-centered radical [III7] is not formed. [Pg.134]


See other pages where Oxygen electron-rich unsaturated ketones is mentioned: [Pg.752]    [Pg.575]    [Pg.176]    [Pg.373]    [Pg.752]    [Pg.362]    [Pg.381]    [Pg.299]    [Pg.203]    [Pg.403]   
See also in sourсe #XX -- [ Pg.208 ]




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