4.7 Article

Proline-mediated enantioselective construction of tetrahydropyridines via a cascade Mannich-Type/Intramolecular Cyclization reaction

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 350, Issue 10, Pages 1474-1478

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800253

Keywords

cascade reactions; imines; Mannich-type; reaction; organocatalysis; tetrahydropyridines

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A highly diastereo- and enantioselective synthesis of 2,3-disubstituted tetrahydropyridines was accomplished via a proline-mediated cascade Mannich-type/intramolecular cyclization reaction from preformed N-PMP (p-methoxyphenyl) aldimines and inexpensive aqueous tetrahydro-2Hpyran-2,6-diol.

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