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Aldehyde a cleavage

In a pioneering investigation, the lithium enolate derived from 3-methyl-2-pentanone was added to aldehydes. Only moderate diastereoselectivity was obtained, however [119]. Exceptionally high induced stereoselectivity was observed when camphor-derived ketone 69 was converted into the lithium enolathe and subsequently added to aldehydes. a-Cleavage at the carbonyl group enabled the formation of y -hydroxy aldehydes and acids in high enantiomeric excess (Eq. (31)) [60]. The work on the aldol addition of methyl ketones led to a variety of stereoselective variants which rely mainly on boron enolates and will be discussed in Chapter 3 of Part I of this book. [Pg.34]


See also in sourсe #XX -- [ Pg.416 , Pg.732 ]

See also in sourсe #XX -- [ Pg.416 , Pg.732 ]

See also in sourсe #XX -- [ Pg.432 , Pg.759 ]




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