Synthesis of two new maytansinoid model compounds from carbohydrate precursors

Journal of Carbohydrate Chemistry

Volumn 17, Issue 3, 1998, Pages 323-339

  Goodwin, Thomas E ^a   Cousins, Kimberley R ^a   Crane, Heidi M ^a   Eason, Phyllis O ^a   Freyaldenhoven, Timothy E ^a   Harmon, Charles C ^a   King, Brock K ^a   LaRocca, Christine D ^a   Lile, Robert L ^a   Orlicek, Shari G ^a   Pelton, Ronald W ^a   Shedd, Omer L ^a   Swanson, John S ^a   Thompson, Joseph W ^a  

^a HENDRIX COLLEGE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHIRON;

EID: 0039396489     PISSN: 07328303     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328309808002895     Document Type: Article

References (61)

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52. Structures 17, 18, and 19 illustrate traditional carbohydrate carbon numbering and correspond as well to numbers of analogous maytansinoid ring positions. These numbers should be used to decipher the NMR data in the Experimental section; they are not used in the systematic compound names which appear as headings in the Experimental section.
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59. This oxidation has proven to be somewhat capricious, with yields occasionally as low as 39%.
60. T. Mukhopadhyay and D. Seebach, Helv. Chim. Acta, 65, 385 (1982).
61. 1H NMR spectral assignments of alkene 19 were accomplished via extensive homonuclear decoupling experiments on a GE GN-500 (500 MHz) spectrometer, and were corroborated by a homonuclear 2D-COSY experiment.