Tetrahedron Asymmetry p. 863 - 871 (1997)
Update date:2022-08-04
Topics:
Avenoza, Alberto
Cativiela, Carlos
Peregrina, Jesus M.
Zurbano, Maria M.
In order to synthesize meso- and (2R,4R)-2,4-diaminoglutaric acids, a synthetic route has been developed starting from Garner's aldehyde and where the key steps are the asymmetric hydrogenations of (E)- and (Z)-(R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-[2'-(benzamido)-2' -(methoxycarbonyl)ethenyl]-1,3-oxazolidine, under heterogeneous conditions, followed by oxidation and further hydrolysis. A model is proposed to explain the stereochemical outcome of the asymmetric hydrogenation.
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Doi:10.1039/a700554g
(1997)Doi:10.1002/cjoc.202100397
(2021)Doi:10.1002/cctc.201300241
(2013)Doi:10.1021/jm00312a033
(1968)Doi:10.1016/00404-0399(50)11539-
(1995)Doi:10.1021/jm970013w
(1997)
