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53249083837
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For details, see the Supporting Information
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For details, see the Supporting Information.
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20
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53249122768
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For the synthesis of 20, see the Supporting Information.
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For the synthesis of 20, see the Supporting Information.
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The relative configuration of epoxides 29 a and 29b was inferred from the assignment of pentacycle 31.
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The relative configuration of epoxides 29 a and 29b was inferred from the assignment of pentacycle 31.
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31
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0025357644
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The mechanism of this PMB cleavage is under active investigation and will be reported in due course. The success of this reaction may be dependant on the presence of adventitious O2 for oxidation of the lithiated benzylic carbon of the PMB ether. For an example of an organolithium/O 2-mediated cleavage of a PMB amide, see: R. M. Williams, T. Glinka, E. Kwast, H. Coffman, J. K. Stille, J. Am. Chem. Soc. 1990, 112, 808-821
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2-mediated cleavage of a PMB amide, see: R. M. Williams, T. Glinka, E. Kwast, H. Coffman, J. K. Stille, J. Am. Chem. Soc. 1990, 112, 808-821.
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Attempted epoxidation of the intermediate phenol led to clean epoxide formation as judged by TLC analysis, but only decomposition products were obtained following a standard workup
-
Attempted epoxidation of the intermediate phenol led to clean epoxide formation as judged by TLC analysis, but only decomposition products were obtained following a standard workup.
-
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35
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40949135163
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For a recent review, see
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53249134347
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3, it is accompanied by the formation of decomposition products. (Chemical Equation Presented)
-
3, it is accompanied by the formation of decomposition products. (Chemical Equation Presented)
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37
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53249093596
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After online publication of our manuscript, we became aware of a relevant manuscript: M. Dai, S. J. Danishefsky, Heterocycles 2008, DOI: COM-08-S(F)6.
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After online publication of our manuscript, we became aware of a relevant manuscript: M. Dai, S. J. Danishefsky, Heterocycles 2008, DOI: COM-08-S(F)6.
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