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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 5
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Original Articles

ω-Functionalized Esters by Enzymatic Acylation

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Pages 679-685 | Received 09 Nov 1989, Published online: 24 Oct 2006

References

  • Klibanov , A. M. 1986 . Chemtech , 16 : 354 Therisod, M. and Klibanov, A. M., J. Am. Chem. Soc., 1986, 108, 5638; J. Am. Chem. Soc. 1987, 109, 3977; Wang, Y‐F., Lalonde, J. J., Momongan, M., Bergbreiter, D. E. and Wong, C‐H, J. Am. Chem. Soc., 1988, 110, 7200; Hennen, W.J, Sweers, H. M., Wang Y‐F. and Wong, C‐H., J. Org. Chem., 1988, 53, 4939
  • Yamamoto , K. , Nishioka , T. , Oda , J. and Yamamoto , Y. 1988 . Tetrahedron Lett. , 29 : 1717 Asymmetric opening of cyclic acid anhydride with lipase have been reported: Hiratake, J. Yamamoto, K., Yamamoto, Y. and Oda, J., Tetrahedron Lett., 1989, 30, 1555
  • Nicotra , F. , Riva , S. , Secundo , F. and Zucchelli , L. 1989 . Tetrahedron Lett. , 30 : 1703
  • 25 m HP‐1 capillary column coated with methylsilicone gum (Hewlett‐Packard); H2 as carrier gas; oven, detector and injector at 300°C. In the case of (7) a portion of the reaction mixture was treated with diazomethane before analysis
  • Due to its well‐known alkylating properties, propiolactone probably inactivates the enzyme
  • Riva , S. and Klibanov , A. M. 1988 . J. Am. Chem. Soc. , 110 : 3591
  • Riva , S. , Chopineau , J. , Kieboom , A. P. G. and Klibanov , A. M. 1988 . J. Am. Chem. Soc. , 110 : 584

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