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Volumn 122, Issue 10, 2000, Pages 2395-2396

Proline-catalyzed direct asymmetric aldol reactions [13]

Author keywords

[No Author keywords available]

Indexed keywords

PROLINE;

EID: 0034654216     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja994280y     Document Type: Letter
Times cited : (2760)

References (41)
  • 1
    • 0032512595 scopus 로고    scopus 로고
    • Reviews: (a) Nelson, S. G. Tetrahedron: Asymmetry 1998, 9, 357-389. (b) Gröger, H.; Vogl, E. M.; Shibasaki, M. Chem. Eur. J. 1998, 4, 1137. Bach, T. Angew. Chem., Int. Ed. Engl. 1994, 33, 417. A notable exception is Denmark's chiral Lewis base-catalyzed Mukayama-type aldol reaction: Denmark, S. E.; Stavenger, R. A.; Wong, K.-T. J. Org. Chem. 1998, 63, 918-919.
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 357-389
    • Nelson, S.G.1
  • 2
    • 0031849225 scopus 로고    scopus 로고
    • Reviews: (a) Nelson, S. G. Tetrahedron: Asymmetry 1998, 9, 357- 389. (b) Gröger, H.; Vogl, E. M.; Shibasaki, M. Chem. Eur. J. 1998, 4, 1137. Bach, T. Angew. Chem., Int. Ed. Engl. 1994, 33, 417. A notable exception is Denmark's chiral Lewis base-catalyzed Mukayama-type aldol reaction: Denmark, S. E.; Stavenger, R. A.; Wong, K.-T. J. Org. Chem. 1998, 63, 918-919.
    • (1998) Chem. Eur. J. , vol.4 , pp. 1137
    • Gröger, H.1    Vogl, E.M.2    Shibasaki, M.3
  • 3
    • 33748238772 scopus 로고
    • Reviews: (a) Nelson, S. G. Tetrahedron: Asymmetry 1998, 9, 357- 389. (b) Gröger, H.; Vogl, E. M.; Shibasaki, M. Chem. Eur. J. 1998, 4, 1137. Bach, T. Angew. Chem., Int. Ed. Engl. 1994, 33, 417. A notable exception is Denmark's chiral Lewis base-catalyzed Mukayama-type aldol reaction: Denmark, S. E.; Stavenger, R. A.; Wong, K.-T. J. Org. Chem. 1998, 63, 918-919.
    • (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 417
    • Bach, T.1
  • 4
    • 0001126230 scopus 로고    scopus 로고
    • Reviews: (a) Nelson, S. G. Tetrahedron: Asymmetry 1998, 9, 357- 389. (b) Gröger, H.; Vogl, E. M.; Shibasaki, M. Chem. Eur. J. 1998, 4, 1137. Bach, T. Angew. Chem., Int. Ed. Engl. 1994, 33, 417. A notable exception is Denmark's chiral Lewis base-catalyzed Mukayama-type aldol reaction: Denmark, S. E.; Stavenger, R. A.; Wong, K.-T. J. Org. Chem. 1998, 63, 918-919.
    • (1998) J. Org. Chem. , vol.63 , pp. 918-919
    • Denmark, S.E.1    Stavenger, R.A.2    Wong, K.-T.3
  • 9
    • 0030445211 scopus 로고    scopus 로고
    • Fessner, W.-D.; Schneider, A.; Held, H.; Sinerius, G.; Walter, C.; Hixon, M.; Schloss, J. D. Angew. Chem., Int. Ed. Engl. 1996, 35, 2219-2221. Phosphoenolpyruvate aldolases use a preformed enolate, phosphoenolpyruvate, to accomplish aldol addition reactions. For studies of this and other aldolase enzymes in organic synthesis see: Gijsen, H. J. M.; Qiao, L.; Fitz, W.; Wong, C.-H. Chem. Rev. 1996, 96, 443-473.
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 2219-2221
    • Fessner, W.-D.1    Schneider, A.2    Held, H.3    Sinerius, G.4    Walter, C.5    Hixon, M.6    Schloss, J.D.7
  • 10
    • 2642642035 scopus 로고    scopus 로고
    • Fessner, W.-D.; Schneider, A.; Held, H.; Sinerius, G.; Walter, C.; Hixon, M.; Schloss, J. D. Angew. Chem., Int. Ed. Engl. 1996, 35, 2219-2221. Phosphoenolpyruvate aldolases use a preformed enolate, phosphoenolpyruvate, to accomplish aldol addition reactions. For studies of this and other aldolase enzymes in organic synthesis see: Gijsen, H. J. M.; Qiao, L.; Fitz, W.; Wong, C.-H. Chem. Rev. 1996, 96, 443-473.
    • (1996) Chem. Rev. , vol.96 , pp. 443-473
    • Gijsen, H.J.M.1    Qiao, L.2    Fitz, W.3    Wong, C.-H.4
  • 24
    • 0009639240 scopus 로고
    • For aldol and retro aldol reactions that are catalyzed by achiral primary amines, see: (a) Pollack, R. M.; Ritterstein, S. J. Am. Chem. Soc. 1972, 94, 5064-5069. (b) Koshechkina, L. P.; Mel'nichenko, I. V. Ukr. Khim. Zh. 1974, 40, 172-174.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 5064-5069
    • Pollack, R.M.1    Ritterstein, S.2
  • 25
    • 0009639240 scopus 로고
    • For aldol and retro aldol reactions that are catalyzed by achiral primary amines, see: (a) Pollack, R. M.; Ritterstein, S. J. Am. Chem. Soc. 1972, 94, 5064-5069. (b) Koshechkina, L. P.; Mel'nichenko, I. V. Ukr. Khim. Zh. 1974, 40, 172-174.
    • (1974) Ukr. Khim. Zh. , vol.40 , pp. 172-174
    • Koshechkina, L.P.1    Mel'nichenko, I.V.2
  • 37
    • 0343591790 scopus 로고    scopus 로고
    • note
    • 2O [10:1] (35%), DMSO (76%).
  • 41
    • 0343156297 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum. See ref 12b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.