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Towards a [4+2] Route to ( )-decarestrictines J and H: Synthesis of a Bicyclic Key-intermediate
Paper Type  |
Short Communication |
Title |
Towards a [4+2] Route to ( )-decarestrictines J and H: Synthesis of a Bicyclic Key-intermediate |
Author |
Sopa Chewchanwuttiwong [a], Arnaud Martel [b], Duang Buddhasukh [a], Eric Brown [b], Florian Gallie |
Email |
Gilles.Dujardin@univ_lemans.fr |
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Abstract: We describe here the development of an approach to the synthesis of 3-oxo-7-hydroxy-9-decanolides of biological interest. This strategy involves two key steps : the inverse electron demand Hetero-Diels-Alder reaction of an original dienophile (1,5-dimethoxy-cyclohexa-1,4-diene), which will ensure the construction of an advanced structure in a very short number of steps, and the ring opening of a functionalized bicyclic lactol, leading to the requisite decanolide. The diastereocontrolled synthesis of such a lactol will be detailed in this communication.
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Start & End Page |
181 - 184 |
Received Date |
2003-10-14 |
Revised Date |
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Accepted Date |
2004-02-25 |
Full Text |
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Keyword |
cycloaddition, decarestrictine, Tin(IV) chloride, 9-decanolide |
Volume |
Vol.31 No.2 May 2004 |
DOI |
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Citation |
Chewchanwuttiwong S., Martel A., Buddhasukh D., Brown E. and Gallie F., Towards a [4+2] Route to ( )-decarestrictines J and H: Synthesis of a Bicyclic Key-intermediate, Chiang Mai J. Sci., 2004; 31(2): 181-184. |
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