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Dialkylative enone transposition

The examples shown in Scheme 2 illustrate (a) a method for RsC— Br -> RzO or R3C—OH and (b) dialkyladve enone transposition as shown in essence in equation (2). The sequence R2CH—Cl R2CH—Sn -> R20 was crucial in a synthesis of the troponoid nezukone (1), as other methods of functionalizing the R2CH—Cl system in this ring failed (equation 3). The dialkylative enone transposition (equation 2) was illustrated by a short synthesis of dihydrojasmone (equation 4). ... [Pg.615]

Trialkylstannyl-lithium reacts with secondary alkyl halides (substitution) and with a/S-unsaturated carbonyl compounds (conjugate addition) to give alkyl tin derivatives which may be oxidized with chromic anhydride in pyridine to give a saturated ketone. Applying the procedure to a cycloalkenone, an efficient dialkyl-ative enone transposition can be realized (Scheme 68). ... [Pg.57]

See other pages where Dialkylative enone transposition is mentioned: [Pg.621]    [Pg.615]    [Pg.621]    [Pg.621]    [Pg.621]    [Pg.615]    [Pg.621]    [Pg.621]   
See also in sourсe #XX -- [ Pg.615 ]

See also in sourсe #XX -- [ Pg.615 ]

See also in sourсe #XX -- [ Pg.7 , Pg.615 ]

See also in sourсe #XX -- [ Pg.7 , Pg.615 ]

See also in sourсe #XX -- [ Pg.615 ]



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