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Mandelic acid from alkenyloxyboranes

The first highly enantioselective construction of a-methyl-p-hydroxycarbonyl units, described by Masamune et al., used alkenyloxyboranes (29) prepared by enolization of ethyl ketone (30) derived in three steps from enantiomerically pure mandelic acid. Various dialkylboryl triflates are used with diiso-propylethylamine for enolization. The alkenyloxyboranes (29) exhibit striking stereoselectivity as chiral reagents in reactions with representative aldehydes. With judicious choice of the alkyl ligands on the... [Pg.249]


See also in sourсe #XX -- [ Pg.2 , Pg.249 ]

See also in sourсe #XX -- [ Pg.249 ]

See also in sourсe #XX -- [ Pg.249 ]

See also in sourсe #XX -- [ Pg.2 , Pg.249 ]

See also in sourсe #XX -- [ Pg.249 ]




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