AXIAL CHIRALITY CONTROL BY 2,4-PENTANEDIOL OR ITS ANALOG AS A SIMPLE CHIRAL LINKING BRIDGE - HIGHLY DIASTEREODIFFERENTIATING HOMOCOUPLING OF A 1-LITHIO-2-NAPHTHYL ETHER

Authors
SUGIMURA T YAMADA H INOUE S TAI A
Citation
T. Sugimura et al., AXIAL CHIRALITY CONTROL BY 2,4-PENTANEDIOL OR ITS ANALOG AS A SIMPLE CHIRAL LINKING BRIDGE - HIGHLY DIASTEREODIFFERENTIATING HOMOCOUPLING OF A 1-LITHIO-2-NAPHTHYL ETHER, Tetrahedron : asymmetry, 8(4), 1997, pp. 649-655
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
4
Year of publication
1997
Pages
649 - 655
Database
ISI
SICI code
0957-4166(1997)8:4<649:ACCB2O>2.0.ZU;2-E
Abstract
Diastereodifferentiating oxidative homocoupling of 1-lithio-2-naphthyl ether linked by optically active 2,4-pentanediol or 1,3-diphenyl-1,3- propanediol gave 2,2'-binaphthyl ether of over 99% diastereomeric exce ss. By elimination of the chiral auxiliary from the product, enantiome rically pure binaphthol was obtained in good yield. (C) 1997 Elsevier Science Ltd.