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Diamines directed lithiation

Addition of a lithiated secondary amine to an aldehyde both protects the aldehyde from attack by RLi and turns it into an ortholithiation directing group. The best lithioamines for this purpose are A-lithio-A-methylpiperazine 53, iV-lithio-iV,iV,iV -trimethylethylene-diamine 56 and Al-lithio-Al,0-dimethylhydroxylamine 58 , which optimize the opportunity for coordination of BuLi to the intermediate alkoxide (54) (Scheme 27) . ... [Pg.515]


See other pages where Diamines directed lithiation is mentioned: [Pg.145]    [Pg.193]    [Pg.193]    [Pg.186]    [Pg.145]    [Pg.496]    [Pg.573]    [Pg.42]    [Pg.912]    [Pg.251]    [Pg.167]    [Pg.513]    [Pg.107]    [Pg.222]   
See also in sourсe #XX -- [ Pg.573 , Pg.574 ]




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Direct lithiation

Directed lithiation

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