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77957167629
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The racemic C8-14 side chain was constructed from ester 41, converted to its phosphorane, and coupled with the aldehyde acquired from trans -(3 S,4 S,6 R)- 36 to yield 7,8-dehydroplakortone D. Attempts at regioselective reduction of the 7,8-d'uble bond were not successful. This information is presented in the Supporting Information.
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The racemic C8-14 side chain was constructed from ester 41, converted to its phosphorane, and coupled with the aldehyde acquired from trans -(3 S,4 S,6 R)- 36 to yield 7,8-dehydroplakortone D. Attempts at regioselective reduction of the 7,8-double bond were not successful. This information is presented in the Supporting Information.
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28
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0026731391
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77957171246
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Copies of spectra of plakortone D and the derived C11,12 diols were kindly provided by Drs. Patil and Freyer of Glaxo-Smith-Kline.
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Copies of spectra of plakortone D and the derived C11,12 diols were kindly provided by Drs. Patil and Freyer of Glaxo-Smith-Kline.
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32
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77957163644
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(Laval University) has presented a synthesis of plakortone D (see abstract OE9, Word Chemistry Congress, Brisbane)
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Pr. J. Boukouvalas (Laval University) has presented a synthesis of plakortone D (see abstract OE9, 38th IUPAC Congress Frontiers in Chemistry, Word Chemistry Congress 2001, Brisbane).
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(2001)
38th IUPAC Congress Frontiers in Chemistry
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Boukouvalas, Pr.J.1
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0006856590
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36
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77957156381
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This assumes there was no stereochemical compromise, e.g., at the allylic ethyl bearing position during the mild hydrogenation, consistent with the formation of a single dihydro derivative.
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This assumes there was no stereochemical compromise, e.g., at the allylic ethyl bearing position during the mild hydrogenation, consistent with the formation of a single dihydro derivative.
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37
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77957160886
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Communication from Professor Fattorusso, January 2010: The small discrepancies in the absolute values can be explained by the fact that we have registered our optical rotation on a very small amount (about 1 mg) of a not absolutely pure substance
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Communication from Professor Fattorusso, January 2010: The small discrepancies in the absolute values can be explained by the fact that we have registered our optical rotation on a very small amount (about 1 mg) of a not absolutely pure substance.
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38
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77957163262
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Unfortunately, no optical rotation was reported for synthesized plakortone B, in ref 10.
-
Unfortunately, no optical rotation was reported for synthesized plakortone B, in ref 10.
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