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Aldol 10b was obtained pure by chromatography, but 10a was otained as a ca. 5:1:1 mixture with the two minor diastereomers
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Aldol 10b was obtained pure by chromatography, but 10a was otained as a ca. 5:1:1 mixture with the two minor diastereomers.
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note
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Molecular mechanics calculations reveal that the C(10)-H eclipses one of the imide carbonyl groups in 4, although the energy difference between the two C(10)-N rotamers is very small. We assume that this eclipsed conformation is maintained in the chlorotitanium enolate, as indicated in 14.
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References to earlier syntheses of pederin are cited in this paper
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Nakata, T.1
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