Solid phase Diels-Alder reactions of amino acid derived trienes

Journal of Organic Chemistry

Volumn 64, Issue 16, 1999, Pages 5941-5945

  Sun, Sengen ^a   Murray, William V ^a  

^a R W JOHNSON PHARMACEUTICAL RES I   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5 HYDROXYINDOLEACETIC ACID; RESIN;

ARTICLE; CHEMICAL REACTION; CONFORMATIONAL TRANSITION; MOLECULAR INTERACTION; STRUCTURE ANALYSIS;

EID: 0033529930     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990460e     Document Type: Article

References (24)

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10. 13C NMR. That is, no epimerization took place with the Fmoc-aminoaldehydes under these conditions. Otherwise, there should be a second diastereomer in each case.
11. 13C NMR. That is, no epimerization took place with the Fmoc-aminoaldehydes under these conditions. Otherwise, there should be a second diastereomer in each case.
12. 13C NMR. That is, no epimerization took place with the Fmoc-aminoaldehydes under these conditions. Otherwise, there should be a second diastereomer in each case.
13. 13C NMR. That is, no epimerization took place with the Fmoc-aminoaldehydes under these conditions. Otherwise, there should be a second diastereomer in each case.
14. All reaction times and Diels-Alder product yields were unoptimized. No attempt was made to monitor the progress of the solid-phase Diels-Alder reactions. The actual allowed reaction times were estimated to be up to twice as long as those of the corresponding solution phase reactions as reported in ref 3, to be sure that the reaction were complete before cleavage from solid support.
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