The highly diastereoselective synthesis of oxazolidines derived from ketones and pseudoephedrine or ephedrine

Synlett

Volumn , Issue 6, 2005, Pages 971-975

  Buckley, Benjamin R ^a   Page, Philip C Bulman ^a   Edgar, Mark ^a   Elsegood, Mark R J ^a   Hayman, Colin M ^a   Heaney, Harry ^a   Rassias, Gerasimos A ^a   Talib, Salem A ^a   Liddle, John ^b   Readshaw, Simon A ^b   Seaman, Christopher J ^b  

^a LOUGHBOROUGH UNIVERSITY   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

Amino alcohols; Heterocycles; Ketones; Scandium; Stereoselective

Indexed keywords

3,4 DIMETHYL 5 PHENYLOXAZOLIDINE; AMINOALCOHOL; EPHEDRINE; HETEROCYCLIC COMPOUND; KETONE; OXAZOLIDINE DERIVATIVE; PSEUDOEPHEDRINE; SCANDIUM; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; REACTION ANALYSIS; REDUCTION; ROOM TEMPERATURE; STEREOCHEMISTRY; STRUCTURE ANALYSIS; TEMPERATURE DEPENDENCE;

EID: 20244375706     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-864824     Document Type: Article

References (29)

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25. 24NO [M + 1]: 234.1852; found: 234.1801.
26. 2O [M + 1]: 269.1648; found: 269.1656.
27. 22NO [M + 1]: 268.1696; found: 268.1702.
28. 3): δ = 15.3, 33.5, 41.0, 51.8, 51.9, 60.0, 83.3, 95.3, 127.7, 127.8, 127.9, 139.3, 169.8, 170.1 ppm.
29. CCDC 264414-264416 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/ data_request/cif, by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033.