Stereocontrolled Total Synthesis of (-)-Callipeltoside A

Organic Letters

Volumn 5, Issue 23, 2003, Pages 4477-4480

  Paterson, Ian ^a   Davies, Robert D M ^a   Heimann, Annekatrin C ^a   Marquez, Rodolfo ^a   Meyer, Arndt ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CALLIPELTOSIDE A; MACROLIDE; UNCLASSIFIED DRUG;

ADDITION REACTION; ALDOL REACTION; ARTICLE; CYTOTOXICITY; GLYCOSYLATION; STEREOCHEMISTRY;

MACROLIDES; STEREOISOMERISM;

EID: 0344496723     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0357853     Document Type: Article

References (36)

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35. Notably, the unnatural (20R,21S)-diastereomer of callipeltoside, incorporating the antipodal chlorocyclopropane, has a distinctly different specific rotation, as reported by both Trost (ref 2a,b) and Evans (ref 3a), and as expected from our earlier findings on the aglycon (ref 4).
36. Calculated from pyridinium-1-sulfonate as the precursor to iodide 9.