The synthesis of axially chiral resorcinarenes from resorcinol monoalkyl ethers and aldehyde dimethylacetals

Synlett

Volumn , Issue 7, 2003, Pages 1002-1006

  Boxhall, Jonathan Y ^a   Page, Philip C Bulman ^a   Elsegood, Mark R J ^a   Chan, Yohan ^a   Heaney, Harry ^a   Holmes, Kathryn E ^a   McGrath, Matthew J ^a  

^a LOUGHBOROUGH UNIVERSITY   (United Kingdom)

Author keywords

Boron trifluoride; Calixarenes; Dimethylacetals; Resorcinarenes; Resorcinol monoalkyl ethers

Indexed keywords

ACETAL DERIVATIVE; ALDEHYDE DERIVATIVE; ALKANE DERIVATIVE; ALKYL ETHER; BORON TRIFLUORIDE; CALIXARENE; ETHER DERIVATIVE; FLUORIDE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; RESORCINOL DERIVATIVE;

ARTICLE; CATALYSIS; CHIRALITY; RACEMIC MIXTURE; SYNTHESIS;

EID: 0037899686     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-39294     Document Type: Article

References (19)

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9. The abbreviated structures, shown as a tetramer in Scheme 1, Scheme 2, Scheme 3 and Scheme 5, are taken to represent a cyclic structure viewed from the inside of the resorcinarene and with the pendent alkyl chains in pseudoaxial orientations.
10. (a) Iwanek, W.; Mattay, J. Liebigs Ann. Chem. 1995, 1463.
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14. Boxhall, J. Y.; Page, P. C. B.; Chan, Y.; Hayman, C. M.; Heaney, H.; McGrath, M. J. Synlett 2003, 997.
15. 2), 71.81 (CH), 102.61 (CH), 123.77 (CH), 125.43 (C), 125.67 (C), 151.77 (C), 152.88 (C) ppm.
16. (a) Crombie, L.; Josephs, J. L. J. Chem. Soc., Perkin Trans. 1 1993, 2591.
17. (b) Mendelson, W. L.; Holmes, M.; Dougherty, J. Synth. Commun. 1996, 26, 593.
18. Crystallographic data in cif format (ref. CCDC 206434 & 206435). Copies can be obtained free of charge from: CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK, or email: deposit@ccdc.cam.ac.uk or www.ccdc.cam.ac.uk.
19. 2), 81.50 (CH), 102.91 (CH), 124.03 (CH), 125.50 (C), 125.79 (C), 152.06 (C), 152.99 (C) ppm.