Bulletin of the Korean Chemical Society

  • 제9권3호
  • /
  • Pages.129-132
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  • 1988
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  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Synthesis of Perhydroisoquinoline Ring Systems by N-Acyliminium Cyclization$^\sharp$

  • 발행 : 1988.06.20
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초록

The stereochemistry of N-acyliminium cyclizations to form decahydropyrrolo[2,1-a]isoquinolin-3(2H)-ones was studied. Particular attention was paid to the stereocontrol by an acetoxy group present on pyrrolidone ring. Two of the three new chiral centers were formed stereospecifically, and the third was controlled by elimination-hydrogenation sequence.

키워드

참고문헌

  1. Tetrahedron v.41 W. N. Speckamp;H. Hiemstra
  2. J. Org. Chem. v.47 D. J. Hart;Y.-M. Tsai
  3. J. Org. Chem. v.48 B. E. Maryanoff;D. F. McComsey;B. A. Duhl-Emswiler
  4. J. Am. Chem. Soc. v.105 D. J. Hart;K.-I. Kanai
  5. Tetrahedron Lett. v.21 B. P. Wijnberg;W. N. Speckamp
  6. J. Org. Chem. v.50 D. J. Hart;T.-K. Yang
  7. J. Org. Chem. v.50 A. R. Chamberlain;J. Y. L. Chung
  8. J. Am. Chem. Soc. v.102 D. J. Hart
  9. Tetrahedron v.34 H. E. Schoemaker;J. Dijkink;W. N. Speckamp
  10. Tetrahedron v.34 J. Dijkink;W. N. Speckamp
  11. Tetrahedron Lett. J. Dijkink;W. N. Speckamp
  12. Tetrahedron v.41 J.-K. Choi;D. J. Hart
  13. J. Am. Chem. Soc. v.105 A. R. Chamberlain;J. Y. L. Chung

피인용 문헌

  1. Manganese(III) reactions in N-heterocycle synthesis: The preparation of substituted pyrrolidinones vol.39, pp.24, 1988, https://doi.org/10.1016/s0040-4039(98)00746-1