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15
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0019252542
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M. Nakayama, A. Iwasaki, S. Kimura, T. Mizoguchi, S. Tanabe, A. Murakami, I. Watanabe, M. Okuchi, H. Itoh, Y. Saino, F. Kobayashi and T. Mori: J. Antibiot. 33 1388-1390 (1980).
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16
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25
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0000411576
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26
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0039938517
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-
note
-
A base like DBU, DBN, or sodium hydroxide (room temperature) failed to effect noticeable epimerization at C(3) and/or C(4) of 8.
-
-
-
-
27
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-
0023919595
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-
Conversion of central chirality into axial chirality has been reported in NAD-NADH model studies, see: A. Ohno, M. Ogawa and S. Oka: Tetrahedron Lett. 29 3079-3082 (1988).
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Ohno, A.1
Ogawa, M.2
Oka, S.3
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28
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0030917481
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-
Asymmetric synthesis using non-biaryl atropisomers has been reviewed, see: J. Clayden: Angew Chem. Int. Ed. Engl. 36 949-951 (1997).
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Clayden, J.1
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29
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0001584644
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-
Formation of a stereogenic nitrogen atom by coordination with a metal cation has been claimed: D. Sato, H. Kawasaki, I. Shimada, Y. Arata, K. Okamura, T. Date and K. Koga: J. Am. Chem. Soc. 114 761-763 (1992).
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Sato, D.1
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Date, T.6
Koga, K.7
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30
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0001681677
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T. Kawabata, T. Wirth, K. Yahiro, H. Suzuki and K. Fuji: J. Am. Chem. Soc. 116 10809-10810 (1994).
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32
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0030955088
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-
Recent progress in asymmetric synthesis of α,α-disubstituted α-amino acids has been reviewed, see: T. Wirth: Angew. Chem. Int. Ed. Engl. 36 225-227 (1997).
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Wirth, T.1
-
33
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-
0039938514
-
-
note
-
2S, 2) 1 M NaOH, 3) 47% aq. HBr.
-
-
-
-
34
-
-
0041125393
-
-
note
-
39 and 40 were separately isolated in 56% and 27% yields, respectively. Each of them exists as a mixture of N-Boc E/Z isomers (4:1 for 39 and 5:1 for 40).
-
-
-
-
35
-
-
0041125392
-
-
note
-
≠ of the restricted bond rotation is nearly zero.
-
-
-
-
36
-
-
0040531401
-
-
The absolute configuration of E is shown provisionally
-
The absolute configuration of E is shown provisionally.
-
-
-
-
37
-
-
0040531400
-
-
note
-
The Z- and E-enolate intermediates should afford α-methylated products of the same absolute configuration, since the 2:1 geometric mixture of enolates gave the product of 81% ee in 96% yield (Table VI, entry 1).
-
-
-
-
38
-
-
0039938512
-
-
note
-
Enolate F is not axially chiral along the C(1)-N axis even if the bond rotation is restricted at -78 °C. The 2,3-dihydroxazole ring in G is supposed to be nearly planar.
-
-
-
-
39
-
-
0043162336
-
-
The most stable conformation H of 25c was generated by MCMM search with MM3* force field using MacroModel V6.0: a) G. Chang, W. C. Guida and W. C. Still: J. Am. Chem. Soc. 111 4379-4386 (1989).
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Chang, G.1
Guida, W.C.2
Still, W.C.3
-
40
-
-
0040531402
-
-
note
-
The steric interaction between KHMDS and Boc or MOM group at the transition state for the deprotonation is supposed to influence the enantioselectivity in the formation of chiral enolate E more significantly than the conformational preference of 25c.
-
-
-
-
43
-
-
0033153536
-
-
H-G. Schmaltz, C. B. Koning, D. Bernicke, S. Siegel and A. Pfletschinger: Angew. Chem. Int. Ed. Engl. 38 1620-1623 (1999).
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Pfletschinger, A.5
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44
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0001374592
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Onomura, O.7
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45
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37049069871
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47
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0033520303
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Giese, B.1
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Wessig, P.7
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