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For some examples see: Yano, S.; Nakanishi, Y.; Ikuina, Y.; Ando, K.; Yoshida, M.; Saitoh, Y.; Matsuda, Y.; Bando, C. J. Antibiot. 1997, 50, 992. Yamashita, T.; Iijima, M.; Nakamura, H.; Isshiki, K.; Naganawa, H.; Hattori, S.; Hamada, M.; Ishizuka, M.; Takeuchi, T. J. Antibiot. 1991, 44, 557. Horn, W. S.; Smith, J. L.; Bills, G. F.; Raghoobar, S. L.; Helms, G. L.; Kurtz, M. B.; Marrinan, J. A.; Frommer, B. R.; Thomton, R. A.; Mandala, S. M. J. Antibiot. 1992, 45, 1692. Becker, D.; Kiess, M.; Brückner, H. Liebigs Ann/Recueil 1997, 767.
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26
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0000234063
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2t-Bu) has been monoalkylated under PTC conditions using cinchonium or cinchonidinium salts as catalysis at -60 or -78 °C with up to 99.5% ee (Corey, E. J.; Xu, F.; Noc, M. C. J. Am. Chem. Soc. 1997, 119, 12414) or at r.t. with up to 94% ee (Lygo, B.; Wainwright, P. G. Tetrahedron Lett. 1997, 38, 8595).
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0030659804
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2t-Bu) has been monoalkylated under PTC conditions using cinchonium or cinchonidinium salts as catalysis at -60 or -78 °C with up to 99.5% ee (Corey, E. J.; Xu, F.; Noc, M. C. J. Am. Chem. Soc. 1997, 119, 12414) or at r.t. with up to 94% ee (Lygo, B.; Wainwright, P. G. Tetrahedron Lett. 1997, 38, 8595).
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0345337272
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We have shown that chiral 1,2,3,6-tetrahydro-2-pyrazinones from alanine can also be diastereoselectively alkylated under PTC conditions: Abellán, T.; Najera, C.; Sansano, J. M. Tetrahedron: Asymmetry 1998, 9, 2211.
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0344331327
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For X-ray diffraction data see ref. 10a
-
For X-ray diffraction data see ref. 10a.
-
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44
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0345193812
-
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The AMI semiempirical method, as implemented in Hyperchem 5 from Hypercube Inc., was used for these calculations
-
The AMI semiempirical method, as implemented in Hyperchem 5 from Hypercube Inc., was used for these calculations.
-
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D-isovaline and α-aminoisobutyric acid (Aib) are the α,α-disubstituted α-amino acids which are found primarily in nature: see ref. 1b
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D-isovaline and α-aminoisobutyric acid (Aib) are the α,α-disubstituted α-amino acids which are found primarily in nature: see ref. 1b.
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50
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84985520734
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For synthesis of cyclic AAs by dialkylation of glycine templates see: Mazón, A.; Nájera, C. Tetrahedron: Asymmetry 1997, 8, 1855. Myers, A. G.; Gleason, J. L.; Yoon, T.; Kung, D. W. J. Am. Chem. Soc. 1997, 119, 656.
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For synthesis of cyclic AAs by dialkylation of glycine templates see: Mazón, A.; Nájera, C. Tetrahedron: Asymmetry 1997, 8, 1855. Myers, A. G.; Gleason, J. L.; Yoon, T.; Kung, D. W. J. Am. Chem. Soc. 1997, 119, 656.
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0345625859
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Prepared from 3-chloro-2-chloromethylprop-l-ene by reaction with NaI in acetone
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Prepared from 3-chloro-2-chloromethylprop-l-ene by reaction with NaI in acetone.
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