Stereochemistry and Construction of Tetrasubstituted Chiral Carbon Centers in Intramolecular Pd‐Catalyzed 1,3‐Chirality Transfer Reactions | Zendy

Kawai Nobuyuki | Zendy; Lagrange JeanMarie | Zendy; Uenishi Jun'ichi | Zendy

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Stereochemistry and Construction of Tetrasubstituted Chiral Carbon Centers in Intramolecular Pd‐Catalyzed 1,3‐Chirality Transfer Reactions

Author(s) -

Kawai Nobuyuki,

Lagrange JeanMarie,

Uenishi Jun'ichi

Publication year - 2007

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200601103

Subject(s) - chemistry , chirality (physics) , allylic rearrangement , intramolecular force , catalysis , asymmetric carbon , stereochemistry , organic chemistry , optically active , chiral symmetry , physics , quantum mechanics , nambu–jona lasinio model , quark

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.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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