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Volumn 15, Issue 12, 2004, Pages 1929-1932

The effect of temperature on the lipase-catalyzed asymmetric protonation of 1-acetoxy-2-methylcyclohexene giving (R)-2-methylcyclohexanone

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXANONE DERIVATIVE; TRIACYLGLYCEROL LIPASE;

EID: 2942652790     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2004.05.008     Document Type: Article
Times cited : (23)

References (35)
  • 1
    • 0011928573 scopus 로고
    • Morrison J.D. New York: Academic
    • Tomioka K., Koga K. Morrison J.D. Asymmetric Synthesis. Vol. 2:1983;201-224 Academic, New York
    • (1983) Asymmetric Synthesis , vol.2 , pp. 201-224
    • Tomioka, K.1    Koga, K.2
  • 2
    • 0000434949 scopus 로고
    • Morrison J.D. New York: Academic
    • Enders D. Morrison J.D. Asymmetric Synthesis. Vol. 3:1984;275-339 Academic, New York
    • (1984) Asymmetric Synthesis , vol.3 , pp. 275-339
    • Enders, D.1
  • 3
    • 33751146774 scopus 로고    scopus 로고
    • Recent examples: review:
    • Recent examples: review: Fehr C. Angew. Chem., Int. Ed. Engl. 35:1996;2566-2587
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 2566-2587
    • Fehr, C.1
  • 29
    • 2942652047 scopus 로고    scopus 로고
    • (Toyo Denka Kogyo Co. Ltd, Kochi, Japan), Jpn. Kokai Tokkyo Koho, JP 09313179 (1997); U.S. Patent 6004786
    • Lipase PS-C II is commercially available from Amano Enzyme Inc. or Wako Pure Chemical Industries, Ltd. It is lipase PS immobilized on Toyonite 200M, a new type of spherical porous ceramics support (155 ± 5 μm average diameter and 60 nm average pore) having 3-(2-methylpropenoyloxy) propylsilanetrioxyl groups as organic bridges on the surface [Yamashita, Y., Kamori, M., Takenaka, H., Takahashi, J. (Toyo Denka Kogyo Co. Ltd, Kochi, Japan), Jpn. Kokai Tokkyo Koho, JP 09313179 (1997); U.S. Patent 6004786]
    • Yamashita, Y.1    Kamori, M.2    Takenaka, H.3    Takahashi, J.4
  • 30
    • 0345602146 scopus 로고    scopus 로고
    • We recently reported that lipase PS-C II is usable at high temperatures up to 120°C and that it can be effectively applied to a bulky substrate:
    • We recently reported that lipase PS-C II is usable at high temperatures up to 120°C and that it can be effectively applied to a bulky substrate: Ema T., Kageyama M., Korenaga T., Sakai T. Tetrahedron: Asymmetry. 14:2003;3943-3947
    • (2003) Tetrahedron: Asymmetry , vol.14 , pp. 3943-3947
    • Ema, T.1    Kageyama, M.2    Korenaga, T.3    Sakai, T.4
  • 32
    • 2942669514 scopus 로고    scopus 로고
    • note
    • Reaction of 1-chloroacetoxy-2-methylcyclohexene and ethanol at 0°C was also attempted to give only 7% ee of (R)-2
  • 34
    • 2942649794 scopus 로고    scopus 로고
    • note
    • 1H NMR). The bulkiness of the alcohol may concern the course of proton-delivery system to lipase molecules and/or directly to compound 1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.