Tetrahedron p. 1709 - 1720 (1995)
Update date:2022-08-03
Topics:
Touet, Joel
Faveriel, Laurent
Brown, Eric
Treatment of the readily available (S)-(+) and (R)-(-) enantiomers of 2-aminobutan-1-ol 1 with sodium hydride followed by benzyl chloride, or a substituted benzyl halide, afforded the corresponding O-benzyl bases 4-7 in good yields. These new bases are recommended for the large scale resolution of racemic acids. For instance, they proved efficient for the practical resolutions of α-methylsuccinic acid (±)-9, N-acetylphenylglycine (±)-11, N-acetyl-(4-hydroxyphenyl) glycine (±)-14 and N-chloroacetyl-(4-hydroxyphenyl) glycine (±)-15.
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(1965)Doi:10.1002/jlcr.636
(2002)Doi:10.1039/c4cc02135e
(2014)Doi:10.1039/c4dt01361a
(2014)Doi:10.1021/ja5053768
(2014)Doi:10.1016/j.jorganchem.2014.05.016
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