Stereoselective synthesis of the 6,6-spiroketal core of CP-61,405 (routiennocin)

Tetrahedron Letters

Volumn 48, Issue 43, 2007, Pages 7683-7686

  Dias, Luiz C ^a   Correia, Valquírio G ^a   Finelli, Fernanda G ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

Author keywords

Aldol reaction; Ionophore antibiotic; Spiroketal

Indexed keywords

ANTIBIOTIC AGENT; CP 61405; IONOPHORE; N PROPIONYL OXAZOLIDINONE; OXAZOLIDINONE DERIVATIVE; ROUTIENNOCIN; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 34548844427     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.087     Document Type: Article

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41. Analysis of some previously published results shows that it is possible to make a distinction between the spiroketal that presents double anomeric stabilization and that which presents single anomeric stabilization, based on chemical shifts of the spiroketal carbon. See Ref. 21b.
42. 3) δ 175.6, 134.0, 128.4, 127.6, 114.0, 96.4, 72.5, 66.6, 65.5, 64.8, 54.7, 40.4, 37.5, 35.3, 30.6, 30.2, 27.8, 26.7, 19.6, 12.7, 10.4.
43. 13C NMR, IR, HRMS, and analytical data. Yields refer to chromatographically and spectroscopically homogeneous materials.