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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 17, 1987 - Issue 8
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Original Articles

A New Synthesis of Polysubstituted Cyclopropanes

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Pages 921-927 | Published online: 05 Dec 2006

References

  • von Schmidt , U. , Schröer , R. and Hochrainer , A. 1970 . Justus Liebigs. Ann. Chem. , 733 : 180
  • McCoy , L. L. 1962 . J. Am. Chem. Soc. , 84 : 2246
  • Fauduet , H. and Burgada , R. Synthesis , 1980 642
  • Albricht , J. D. 1983 . Tetrahedron , 39 : 3207 and references cited therein
  • Hünig , S. and Reichelt , H. 1986 . Chem. Bar. , 119 : 1772 and references cited therein
  • Kurihara , T. , Miki , M. , Santo , K. , Harusawa , S. and Yoneda , R. in press . Chem. Pharm. Bull. ,
  • Kurihara , T. , Harusawa , S. , Hirai , J. and Yoneda , R. in press . J. Chem. Soc., Perkin Trans. 1 ,
  • 3a: δ1.33 (3H, t, J=7.3 Hz, OCH2CH3), 1.85 (1H, dd, Jgem=5.4 Hz, Jcis = 8.5 Hz, 2α-H), 2.24 (1H, dd, Jgem= 5.4 Hz, Jtrans = 6. S Hz, 2β-H), 2.37 (1H, dd, Jcis = 8.5 Hz, Jtrans = 6.8 Hz, 1α-H), 4.30 (2H, q, J = 7.3 Hz, OCH2CH3). 3e:δ 1.33 (3H, t, J = 7.3 Hz, OCH2CH3), 1.60 (1H, dd, Jgem = 5.1 Hz, Jcis=8.0 Hz, 2α-H), 2.16 (1H, dd, Jgem = 5.1 Hz, Jtrans = 6.7 Hz, 2 β-H), 2.24 (1H, dd, Jcis = 8.0 Hz, Jtrans = 6.7 Hz, 1 α-H), 4.28 (2H, q. J = 7.3 Hz, OCH2CH3), 5.57 (1H, d, J = 15.8 Hz, β-H of styryl group), 6.97 (1H, d, J = 15.8 Hz, α-H of styryl group). 3g: δ 1.18 (1H, d, J = 5.7 Hz, 2α-H), 1.31 (3H, t, J=7.3 Hz, OCH2CH3), 1.33 (3H, s, CH3), 1.78 (3H, dd, J = 6.6, 1.6 Hz, CH3CH), 2.25 (1H, d, J = 5.7 Hz, 2β- H), 4.23 (2H, q, J=7.3 Hz, OCH2CH3), 5.17 (1H, dd, J = 15.1, 1.6 Hz, CH3CH[dbnd]CH), 6.05 (1H, dq, J = 15.1, 6.6 Hz, CH3CH
  • Wiberg , K. B. and Nist , B. J. 1963 . J. Am. Chem. Soc. , 85 : 2788
  • This had been prepared by Schmidt (see reference 1), but stereochemistry remained unsolved
  • Jończyk , A. , Kwast , A. and Mokosza , M. 1979 . Tetrahedron Lett. , : 541 The physical and spectroscopic data were not described
  • Yamamoto , Y. , Yamamoto , S. , Yatagai , H. and Maruyama , K. 1980 . J. Am. Chem. Soc. , 102 : 2318 M. Suziki, A. Yanagisawa, and R. Noyori, Tetrahedron Lett., 1982, 23, 3595); M. Zervos and L. Wartski, ibid., 1986, 27, 2985

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