Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2007, Issue 17, Pages 2808-2814Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200601103
Keywords
tetrasubstituted chiral carbon; 1,3-chirality transfer; Pd-II-catalyzed cyclization; tetrahydropyran; spiro compounds
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A Pd-II-catalyzed cyclization for the construction - from chiral allylic alcohols - of tetrahydropyrans containing tetrasubstituted chiral carbons proceeded stereospecifically by 1,3-chirality transfer through a syn-S(N)2' type process. The chiral 2,2,6-trisubstituted tetrahydropyrans 5 and spiro hydropyrans 6 were obtained in high yields under mild reaction conditions. ((c) Wiley-VCH Verlag GmbH & Co.
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