Further enantioselective syntheses of α-arylalkanamines via intermediate addition of Grignard reagents to a chiral hydrazone derived from (R)-(-)-2-aminobutan-1-ol
Reaction of various aromatic aldehydes with the chiral hydrazine (R)-(- )-2, derived from 2-aminobutan-1-ol (R)-(-)-1, gave the corresponding hydrazones 5-12. Enantioselective addition of EtMgBr or n-BuMgBr to 5-8 gave the trisubstituted hydrazines 13a-f
Bataille, Patricia,Paterne, Michel,Brown, Eric
p. 1579 - 1588
(2007/10/03)
Synthesis of primary amines via nucleophilic addition of organometallic reagents to aldimines on solid support
Resin-immobilized aldimines 5, derived from the condensation of amine-functionalized Rink polystyrene resin with aldehydes, react with Grignard reagents, lithium reagents or LiBH4 to afford a wide variety of primary amines in good to excellent yields upon trifluoroacetic acid cleavage. In this amine synthesis, Rink resin functions both as a solid support and as a NH protecting group.
Katritzky, Alan R.,Xie, Linghong,Zhang, Guifen,Griffith, Michael,Watson, Karen,Kiely, John S.
p. 7011 - 7014
(2007/10/03)
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