Tetrahedron p. 5709 - 5716 (1991)
Update date:2022-08-05
Topics: Regioselectivity Column chromatography Yield NMR spectroscopy Enantiomeric excess (ee) Catalytic hydrogenation Enantioselective synthesis Nucleophilic substitution Optical rotation Deprotection Precursor Asymmetric catalysis HPLC (high-performance liquid chromatography) Protecting group Isomer Chiral Resolution Chiral Auxiliary Racemic mixture Stereocenter
Buser
Pugin
Spindler
Sutter
The unchlorinated precursor 4 of CGA 80000 (1) was synthesized enantioselectively by two conceptionally different routes: a) by a 'chiral pool' approach starting from L-malic acid and b) by enantioselective hydrogenation of an enamide intermediate, catalyzed by chiral Rh- or Ru-phosphine-complexes.
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Doi:10.1016/0040-4020(73)80130-9
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(2002)Doi:10.1002/ejoc.200600082
(2006)Doi:10.1007/BF00901214
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(2003)Doi:10.1021/jm00261a009
(1973)
