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For recent syntheses of 1, see: (a) Sabat, M.; Johnson, C. R. Tetrahedron Lett. 2001, 42, 1209. (b) Brooks, C. A.; Comins, D. L. Tetrahedron Lett. 2000, 41, 3551. (c) Di Nardo, C.; Varela, O. J. Org. Chem. 1999, 64, 6119. (d) Haddad, M.; Larchevêque, M. Tetrahedron: Asymmetry 1999, 10, 4231.
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1H NMR spectra after transformation into the (R)- and (S)-MTPA esters (see refs 10 and 9, respectively).
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26
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0442269050
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Using the Weinreb amide as amination reagent, product formation required 2-3 days and resulted in 21% yield
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Using the Weinreb amide as amination reagent, product formation required 2-3 days and resulted in 21% yield.
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27
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A similar strategy, describing the use of a related aldehyde for the synthesis of trans-4-hydroxy-2-pipecolic acid 2 and the antibacterial (-)-SS20846A (26), has been recently reported, see: Johonson, C. R.; Sabat, M. Tetrahedron Lett. 2001, 42, 1209.
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