Asymmetric reduction of ketones with a germinated plant

Tetrahedron Asymmetry

Volumn 19, Issue 2, 2008, Pages 157-159

  Matsuo, Kiyoko ^a   Kawabe, Sei ichiro ^a   Tokuda, Yosuke ^a   Eguchi, Takashi ^a   Yamanaka, Rio ^b   Nakamura, Kaoru ^c  

^a KURASHIKI UNIVERSITY OF SCIENCE AND THE ARTS   (Japan)

^b HIMEJI DOKKYO UNIVERSITY   (Japan)

^c KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE DERIVATIVE;

ARTICLE; BIOCATALYST; ENANTIOSELECTIVITY; GERMINATION; NONHUMAN; PLANT; PLANT SEED; PRIORITY JOURNAL; RADISH; REDUCTION; SPROUT; VEGETABLE;

EID: 38749103858     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2007.12.015     Document Type: Article

References (10)

1. In: Drauz K., and Waldmann H. (Eds). Enzyme Catalysis in Organic Synthesis (2002), Wiley-VCH, Verlag GmbH, Weinheim
2. Nakamura K., Yamanaka R., Matsuda T., and Harada T. Tetrahedron: Asymmetry 14 (2003) 2659-2681
3. Nakamura K., and Matsuda T. Enzyme-catalyzed Reduction Reactions. In: Drauz K., and Waldmann H. (Eds). Enzyme Catalysis in Organic Synthesis. 2nd ed. Vol. III (2002), Wiley-VCH, Verlag GmbH, Weinheim 991-1047
4. Utsukihara T., Watanabe S., Tomiyama A., Chai W., and Horiuchi C.A. J. Mol. Catal. B: Enzym. 41 (2006) 103-109 and references cited therein
5. Nakamura K., Matsuda T., and Harada T. Chirality 14 (2002) 703-708
6. Nakamura K., and Matsuda T. J. Org. Chem. 63 (1998) 8957-8964
7. LS medium:. Linsmaier E.M., and Skoog F. Physiol. Planta. 18 (1965) 100-127
8. 6 with 0-4% sucrose (30 mL) was placed in an 100-ml Erlenmeyer flask, which was covered with silicone caps and sterilized (120 °C, 20 min). A germinated radish was added to this Erlenmeyer flask, and was shaken for 10 days at 20-25 °C at 120 rpm, 4000 Lux.
9. 9 Gas chromatograph: column; CP-cyclodextrin-B2,3,6-M-19; 25 m, trifluoroacetophenone; temperature 120 °C; retention time ketone, 2.94 min; (S)-alcohol, 15.64 min; (R)-alcohol, 16.36 min, o-chloroacetophenone; temperature 130 °C, ketone, 7.67 min; (S)-alcohol, 15.04 min; (R)-alcohol, 17.77 min.
10. Matsuda T., Harada T., Nakajima N., Itoh T., and Nakamura K. J. Org. Chem. 65 (2000) 157-163