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2005
Fused pyridine derivatives
R 0450
Asymmetric Synthesis of Isoquinoline Derivatives from Amino Acids. — Reacof isoquinolines (I) and (XIV) (cf. following scheme) with N-arylsulfonylamino
23- 139 tion
acid fluorides (II) provides a straightforward and highly stereoselective access towards
dihydroimidazoisoquinolines. A variety of reactions at the enamine moiety is studied.
They involve the double bond hydrogenation, dimerization and highly stereoselective
epoxidation reaction. Regiospecific and highly stereoselective oxirane ring opening of
the epoxide (VIII) is achieved with diverse nucleophiles like amines, methanol or
Tms-O-Tf (to be continued). — (SIECK, O.; EHWALD, M.; LIEBSCHER*, J.; Eur.
J. Org. Chem. 2005, 4, 663-pp; Inst. Chem., Humboldt-Univ., D-12489 Berlin,
Germany; Eng.) — Mischke
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