Short and simple synthesis of chelating bis-ethers and bis-amines in the bicyclo[3.3.1]nonane series

Tetrahedron Letters

Volumn 47, Issue 15, 2006, Pages 2581-2583

  Chau, Felix H V ^a   Corey, E J ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO[3.3.1]NONANE DERIVATIVE; CHELATING AGENT; DIAMINE DERIVATIVE; ETHER DERIVATIVE;

ARTICLE; CHELATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CRYSTALLIZATION; ENANTIOMER; STRUCTURE ANALYSIS; SYNTHESIS; THREE DIMENSIONAL IMAGING; X RAY CRYSTALLOGRAPHY;

EID: 33644885722     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.02.038     Document Type: Article

References (8)

1. M.N. Tilichenko, and N.K. Astakhova Dokl. Akad. Nauk SSSR 74 1950 951 953
2. M.N. Tilichenko, and V.G. Kharchenko Zh. Obshch. Khim. 32 1962 1192 1194
3. M.N. Tilichenko Zh. Obshch. Khim. 35 1965 440 444
4. Satisfactory NMR and mass spectral data were obtained for all new compounds.
5. For a compilation of conglomerates and a general discussion, see: J. Jaques, A. Collet, and S.H. Wilen Enantiomers Racemates, and Resolutions 1981 John Wiley and Sons NY p 43
6. 3 (c = 1.0-2.0). As expected from conglomerate formation, the mp of the chiral compound was considerably higher than that of the racemate.
7. 3) 0.635; Max. D/ρ 0.003. An x-refinement (Flack, H. D. Acta Cryst. 1983, A39, 876) gave an x parameter of -0.009(11), indicating the correct absolute configuration. X-ray data have been submitted to the Cambridge Crystallographic Data Centre for compounds 4 and 6.
8. 3) 0.168; D/ρ <0.001.