Concise and highly selective asymmetric synthesis of acosamine from sorbic acid

Tetrahedron Letters

Volumn 52, Issue 17, 2011, Pages 2216-2220

  Bagal, Sharan K ^b   Davies, Stephen G ^a   Fletcher, Ai M ^a   Lee, James A ^a   Roberts, Paul M ^a   Scott, Philip M ^a   Thomson, James E ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

^b PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United Kingdom)

Author keywords

2,3,6 Trideoxy 3 aminohexose; Acosamine; Ammonium directed olefinic oxidation; Conjugate addition

Indexed keywords

2,3,6 TRIDEOXY 3 AMINOHEXOSE ACOSAMINE; ALKENE; AMINOSUGAR; AMMONIA; METHYL N,O DIACETYL ALPHA ACOSAMINIDE; SORBIC ACID; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC SYNTHESIS; CHEMICAL REACTION; CONJUGATION; DIASTEREOISOMER; OXIDATION; STEREOCHEMISTRY;

EID: 79953165311     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.12.035     Document Type: Article

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49. 1 = 0.054 [I > -3.0σ(I)]. Crystallographic data (excluding structure factors) has been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 794238. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK [fax: +44(0)-1223-336033 or email: deposit@ccdc.cam.ac.uk].
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52. 1 = 0.054 [I > -3.0σ(I)]. Crystallographic data (excluding structure factors) has been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 794240. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK [fax: +44(0)-1223-336033 or email: deposit@ccdc.cam.ac.uk].
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54. 1 = 0.053 [I > -3.0σ(I)]. Crystallographic data (excluding structure factors) has been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 794241. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK [fax: +44(0)-1223-336033 or email: deposit@ccdc.cam.ac.uk].
55. No anomeric ratio was reported.
56. 3) [selected peaks] 49.3, 56.6, 70.8.
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