References
- Chěnevert , R. and Thiboutot , S. 1988 . Chem. Lett. , 1191
- Saccharomyces cerevisiae type I, Sigma Chemical Co. was used in the above cited work
- Commercially available baker's yeast, Fleischmann or Taiguara, was used in this work
- Gao , Y. and Sharpless , K. B. 1988 . J. Am. Chem. Soc. , 110 : 7538 For compound 2, see ref. 1 and references cited therein. For compound 3, see:
- Kim , B. M. and Sharpless , K. B. 1989 . Tetrahedron Letters , 30 : 655 and references cited therein
- Jacobsen , E. N. , Marko , I. , Mungall , W. S. , Schroder , G. and Sharpless , K. B. 1988 . J. Am. Chem. Soc. , 110 : 1968
- Zioudrou , C. and Chrysochou , P. 1977 . Tetrahedron , 33 : 2103
- Zioudrou , C. and Chrysochou , P. 1972 . Tetrahedron Lett. , 52 : 5293
- Ohta , H. , Ozaki , K. , Konishi , J. and Tsuchihashi , G. 1986 . Agric. Biol. Chem. , 50 : 1261
- Fuganti , C. and Grasselli , P. 1977 . Chem. Ind. , : 983
- Prelusky , D. B. , Coutts , R. T. and Pasutto , F. M. 1982 . J. Pharm. Sci. , 71 : 1390
- Seebach , D. , Sutter , M. A. , Weber , R. H. and Züger , M. F. 1984 . Org. Synth. , 63 : 1
- MacLeod , R. , Prosser , H. , Fikentscher , L. , Lanyi , J. and Mosher , H. S. 1964 . Biochemistry , 3 : 838
- 35 g of baker's yeast and 20 ml of water were stirred for 30 minutes at 30°C before addition of the diketone (1 mmol). The reaction mixture was stirred for 24 hours at 30°C
- 1H nmr (100 MHz, CDCl3/TMS, δ in ppm) δ 1.01 (d, J = 7.0 Hz, 3H, CH3), 2.80 (br, s, 2H, OH), 3.95 (m, 1H, CHCH3), 4.63 (d, J ‐ 4.0 Hz, 1H, PhCH), 7.31 (s, 5H, Ph); IR (KBr) 3400, 3090, 2900, 1610, 1500, 1455, 1390, 1205, 1130, 1080, 1045, 995, 855, 750, 710 cm‐1; MS (70 eV), m/z (relative intensity) 108(100), 79(98), 45(26)
- Bowlus , S. B. and Katzenellenbogen , J. A. 1974 . J. Org. Chem. , 39 : 3309
- Kingsbury , C. A. and Cowles , C. R. 1975 . J. Org. Chem. , 40 : 1302
- Ohta , H. , Yamada , H. and Tsuchihashi , G. 1987 . Chem. Lett. , 2325
- 1H nmr (80 MHz, CDCl3/TMS, δ in ppm) δ 1.40 (d, J = 6.0, 3H, CH3), 5.40—5.75 (m, 1H, CHCH3), 6.30 (d, J = 4.0, 1H, PhCH), 7.18–7.60 (m, 11H, aromatics), 7.88–8.18 (m, 4H, aromatics); IR (KBr) 3080, 3060, 3030, 2990, 2920, 1710, 1600, 1450, 1315, 1295, 1275, 1250, 1110, 1070, 1025, 710 cm‐1