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13C NMR, and HRMS). For the spectral data and copies of spectra of selected compounds, see Supplementary Information.
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22344451352
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note
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Efforts were made to optimize the yield of the required product (-)-12 by varying the temperature and solvent. At lower temperature (<-10 °C) the reaction was sluggish, while at higher temperature (∼0 °C) more of the reduction product 14 was formed.
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M. Zhao, J. Li, E. Mano, Z. Song, D. N. Tschaen, E. J. J. Grabowski and P. J. Rider, J. Org. Chem., 1999, 64, 2564.
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23
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22344437478
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note
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An alternate possibility of formation of (+)-3 from 15 via the intermediacy of a lactol cannot be ruled out.
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