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Machajewski, T. D.; Wong, C. H. Angew. Chem., Int. Ed. 2000, 39, 1353-1374. For another ketene-based method for polypropionate synthesis, see: Nelson, S. G.; Wan, Z. H. Org. Lett. 2000, 2, 1883-1886.
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0025364262
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For the use of other dipropionate synthons available from auxiliary-controlled reactions or chiral pool methodology, see: (a) Evans, D. A.; Clark, J. S.; Metternich, R.; Novack, V. J.; Sheppard, G. S. J. Am. Chem. Soc. 1990, 112, 866-868.
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0042707254
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note
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The amount of methylketene dimer produced was quantified by conversion of the dimer to the amide by reaction with pyrrolidine, as described in ref 6b, followed by isolation.
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15
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0034199981
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Calter, M. A.; Bi, F. C. Org. Lett. 2000, 2, 1529-1532. As the silyl enol ether was used without isolation, we did not report an isolated yield for this compound in this reference.
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17
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0041705654
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note
-
(S)-2-Methylpentanal was prepared from β-hydroxyamide (2S,3S)-2 of ref 6b by xanthate formation, free radical deoxygenation, and amide reduction. (2S,3S)-2 was prepared, as described in ref 6b, from the methylketene dimer.
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