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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 5-6
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Original Articles

Asymmetric Synthesis. VII. Double Stereodifferentiation in Allylation of Ketimines Bearing Two Chiral Auxiliaries. Application to Enantioselective Synthesis of α-Allylglycine

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Pages 881-888 | Published online: 24 Oct 2006

References

  • Barret , G. C. , ed. 1985 . Chemistry and Biochemistry , London : Chapman and Hall . For the recent review on the asymmetric synthesis of amino acids, see:ed by .
  • Hope , I. , Schöllkopf , U. and Tolle , R. 1983 . Synthesis , : 793 U. Schöllkopf, R. Tolle, E. Egert and M. Nieger Liebigs Ann. Chem., 1987, 399.
  • Kojiro , Suzuki , Hirami , Yasumichi , Taniai , Michi , Mohri , Tomoyo , Goda , Chie , Fujiyama , Ryoji and Syun-ichi . 1987 . Nippon Kagaku Kaishi , 2 : 186
  • Oguri , T. , Kawai , N. , Shioiri , T. and Yamada , S. 1978 . Chem. Pharm. Bull. , 26 : 803 J. A. Bajgrowicz, Ch. Pigiere, R. Jacquier, Ph. Viallefont, Tetrahedron Lett. 1983, 3721.
  • McIntosh , J. M. and Mishra , R. 1986 . Can. J. Chem. , : 726 J. M. McIntosh, R. K. Leavitt, Tetrahedron Lett., 1986, 3839; U. Schöllkopf, R. Schutze, Liebigs Ann. Chem., 1987, 45.
  • Yaozhong , Jiang , Guilan , Liu , Runhua , Den and Shengde , Wu . 1985 . The Third International Kyoto Conference on New Aspects of Organic Chemistry, 0–29 Kyoto Nov. 18
  • Masamune , S. , Choy , W. , Peterson , J. S. and Sita , L. R. 1985 . Angew. Chem. Int. Ed. , : 1
  • Morrison , J. M. , ed. 1984 . “ 2 ” . In Asymmetric Synthesis , Vol. 3 , New York : Academic Press. .
  • Misumi , A. , Iwanaga , K. , Furuta , K. and Yamamoto , H. 1985 . J. Am. Chem. Soc. , 107 : 3343
  • Agami , C. and Couty , F. 1987 . Tetrahedron Lett. , 28 : 5659
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  • Kurokawa , N. and Ohfune , Y. 1986 . J. Am. Chem. Soc. , : 6041 Some synthetic uses of α-allylglycine:;Y. Ohfune, K. Hori, M. Sakaitani, Tetrahedron Lett., 1986, 6079; Y. Ohfune, N. Kurokawa, J. Synth. Org. Chem. Jpn., 1986, 647. Uncommon amino acids in organic and biorganic chemistry, for a review see: I. Wagner, H. Musso, Angew. Chem. Int. Ed., 1983, 22, 816. The specific rotation of the pure α-allylglycine: “Dictionary of Organic Compounds”, Fifth Edition, Vol. 1, A-02466, Chapman and Hall, New York (1982).
  • Menthyl glycinate can be obtained by neutralization of HCl.H2NCH2COOMen in saturated solution of KHCO3. The crude ester is directly used in the next step.

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