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Substituted 3,4,5,6-tetrahydropyrimidines are structural components of certain bacterial siderophores, see: (a) Zamri, A.; Sirockin, F.; Abdallah, M. A. Tetrahedron 1999, 55, 5157-5170. (b) Jones, R. C. F.; Crockett, A. K. Tetrahedron Lett. 1993, 34, 7459-7462.
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For comprehensive reviews on catalytic asymmetric hydrogenation, see: (a) Brown, J. M. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: Berlin, 1999; Vol. 1, pp 122-182. (b) Hoveyda, A. H.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307-1370.
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0005174020
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note
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2OTf and (R,R)-Et-DUPHOS reverses product selectivity, but gives only a 60:40 mixture of 6a/6c.
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18
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0005138525
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note
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In practice, we have found that separation is more easily accomplished following sulfamate ester insertion.
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21
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0001845269
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(b) Alici, B.; Çetinkaya, E.; Çetinkaya, B. Heterocycles 1997, 45, 29-36.
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24
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0005202490
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note
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D = -28° (c = 0.67, MeOH).
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25
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0005138775
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note
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D = +37° (c = 0.23, MeOH)). This discrepancy may be attributed to impurities in natural 1c.
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