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For reviews on asymmetric synthesis of vicinal amino alcohols, see:
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For reviews on asymmetric synthesis of vicinal amino alcohols, see:. Bergmeire S.C. Tetrahedron 56 (2000) 2561
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Bergmeire, S.C.1
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For a review on catalytic asymmetric Mannich-type Reaction, see: Kobayashi, S.; Ueno, M. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H. Eds.; Supplement 1, Springer: Berlin, 2003; Chapter 29.5, p 143.
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Córdova, A.1
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Excellent dr and ee were achieved in Mannich-type reactions using preformed α-oxy ketene silyl acetal as nucleophile.
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Excellent dr and ee were achieved in Mannich-type reactions using preformed α-oxy ketene silyl acetal as nucleophile. Kobayashi S., Ishitani H., and Ueno M. J. Am. Chem. Soc. 120 (1998) 431
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Enders D., Grondal C., Vrettou M., and Raabe G. Angew. Chem., Int. Ed. 44 (2005) 4079 and references therein
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Notz W., Watanabe S.-i., Chowdari N.S., Zhong G., Betancort J.M., Tanaka F., and Barbas III C.F. Adv. Synth. Catal. 346 (2004) 1131
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Yoshida T., Morimoto H., Kumagai N., Matsunaga S., and Shibasaki M. Angew. Chem., Int. Ed. 44 (2005) 3470
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Harada S., Handa S., Matsunaga S., and Shibasaki M. Angew. Chem., Int. Ed. 44 (2005) 4365
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0034654056
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Synthesis of linked-BINOL 1:
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Synthesis of linked-BINOL 1:. Matsunaga S., Das J., Roels J., Vogl E.M., Yamamoto N., Iida T., Yamaguchi K., and Shibasaki M. J. Am. Chem. Soc. 122 (2000) 2252
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24
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0033534350
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For selected other examples of direct Mannich-type reactions using metal catalysts: ketones as donors
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For selected other examples of direct Mannich-type reactions using metal catalysts: ketones as donors. Yamasaki S., Iida T., and Shibasaki M. Tetrahedron Lett. 40 (1999) 307
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0037495950
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Malonates and ketoesters as donors
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Malonates and ketoesters as donors. Marigo M., Kjærsgaard A., Juhl K., Gathergood N., and Jørgensen K.A. Chem. Eur. J. 9 (2003) 2359
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28
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0035825097
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For selected other examples of direct Mannich reactions using unmodified ketone and/or aldehyde donors with organocatalysts
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For selected other examples of direct Mannich reactions using unmodified ketone and/or aldehyde donors with organocatalysts,. Notz W., Sakthivel K., Bui T., Zhong G., and Barbas III C.F. Tetrahedron Lett. 42 (2001) 199
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31944446866
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For other examples, see reviews in Ref. 3
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Mitsumori S., Zhang H., Cheong P.H.Y., Houk K.N., Tanaka F., and Barbas III C.F. J. Am. Chem. Soc. 128 (2006) 1040 For other examples, see reviews in Ref. 3
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44
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33646384689
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We reported a portion of the results in this manuscript at the 125th annual meeting of Pharmaceutical Society of Japan (Tokyo), held in March 2005.
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45
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0037467125
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2Zn/linked-BINOL 1 complex, see: aldol reaction:
-
2Zn/linked-BINOL 1 complex, see: aldol reaction:. Kumagai N., Matsunaga S., Kinoshita T., Harada S., Okada S., Sakamoto S., Yamaguchi K., and Shibasaki M. J. Am. Chem. Soc. 125 (2003) 2169
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Sakamoto, S.6
Yamaguchi, K.7
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46
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0000148255
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Kumagai N., Matsunaga S., Yoshikawa N., Ohshima T., and Shibasaki M. Org. Lett. 3 (2001) 1539
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Org. Lett.
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Kumagai, N.1
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Yoshikawa N., Kumagai N., Matsunaga S., Moll G., Ohshima T., Suzuki T., and Shibasaki M. J. Am. Chem. Soc. 123 (2001) 2466
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48
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0037420322
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Michael reaction:
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Michael reaction:. Harada S., Kumagai N., Kinoshita T., Matsunaga S., and Shibasaki M. J. Am. Chem. Soc. 125 (2003) 2582
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J. Am. Chem. Soc.
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Harada, S.1
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2942635094
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Matsunaga S., Kinoshita T., Okada S., Harada S., and Shibasaki M. J. Am. Chem. Soc. 126 (2004) 7559
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50
-
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29144448796
-
-
For a related phase-transfer catalyzed asymmetric aza-Henry reaction using in situ generated enolizable N-carbamoyl imines; see:
-
For a related phase-transfer catalyzed asymmetric aza-Henry reaction using in situ generated enolizable N-carbamoyl imines; see:. Fini F., Sgarzani V., Petterson D., Herrera R.P., Bernardi L., and Ricci A. Angew. Chem., Int. Ed. 44 (2005) 7975
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Fini, F.1
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57
-
-
33646351383
-
-
note
-
4. After evaporation under reduced pressure, the residue (imine 2) was used for the Mannich-type reaction without purification.
-
-
-
-
58
-
-
33646377984
-
-
note
-
4. After evaporation, the residue was purified by flash silica gel column chromatography to afford Mannich adduct.
-
-
-
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59
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33947085552
-
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Absolute configurations of syn-5a, anti-5a, syn-5c, anti-5c, syn-5e, and anti-5e, were determined by Mosher's method and/or Trost's method.
-
Absolute configurations of syn-5a, anti-5a, syn-5c, anti-5c, syn-5e, and anti-5e, were determined by Mosher's method and/or Trost's method. Dale J.A., and Mosher H.S. J. Am. Chem. Soc. 95 (1973) 512
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Dale, J.A.1
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60
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0001356627
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Relative configurations of Mannich adducts 5c, 5d, 5e, and 5f were determined after conversion to the corresponding cyclic carbamates and NOE measurement
-
Trost B.M., Bunt R.C., and Rulley S.R. J. Org. Chem. 59 (1994) 4202 Relative configurations of Mannich adducts 5c, 5d, 5e, and 5f were determined after conversion to the corresponding cyclic carbamates and NOE measurement
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J. Org. Chem.
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Trost, B.M.1
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33646360899
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Kishi Y., Aratani M., Tanino H., Fukuyama T., Goto T., Inoue S., Sugiura S., and Kakoi H. J. C.S. Chem. Commun. 64 (1972)
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