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Volumn 62, Issue 5, 1997, Pages 1292-1298

Formation of 2-[1-(Trimethylsilyl)alkylidene]-4-cyclopentene-1,3-dione from Lewis Acid-Catalyzed Reaction of Cyclobutenedione Monoacetal with Alkynylsilane: Novel Cationic 1,2-Silyl Migrative Ring Opening and Subsequent 5-Exo-Trig Ring Closure

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EID: 0001614155     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961552w     Document Type: Article
Times cited : (23)

References (67)
  • 18
    • 85064604194 scopus 로고
    • and references cited therein
    • Knölker, H.-J.; Wanzl, G. Synlett 1995, 378 and references cited therein. For an allylstannane case, see: Herndon, J. W. J. Am. Chem. Soc. 1987, 109, 3165.
    • (1995) Synlett , pp. 378
    • Knölker, H.-J.1    Wanzl, G.2
  • 19
    • 0005433149 scopus 로고
    • Knölker, H.-J.; Wanzl, G. Synlett 1995, 378 and references cited therein. For an allylstannane case, see: Herndon, J. W. J. Am. Chem. Soc. 1987, 109, 3165.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 3165
    • Herndon, J.W.1
  • 22
    • 0004142086 scopus 로고
    • Academic Press: New York
    • West, R. Oxocarbons; Academic Press: New York, 1980.
    • (1980) Oxocarbons
    • West, R.1
  • 23
    • 0000564645 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 3389
    • Koo, S.1    Liebeskind, L.S.2
  • 24
    • 0344070326 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Org. Chem. , vol.60 , pp. 8194
    • Sun, L.1    Liebeskind, L.S.2
  • 25
    • 0001029204 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Org. Chem. , vol.60 , pp. 644
    • Turnbull, P.1    Moore, H.W.2
  • 26
    • 1542633892 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Org. Chem. , vol.60 , pp. 735
    • Lee, K.H.1    Moore, H.W.2
  • 27
    • 0037881987 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Org. Chem. , vol.60 , pp. 3274
    • Turnbull, P.1    Moore, H.W.2
  • 28
    • 0012834544 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Org. Chem. , vol.60 , pp. 6460
    • Xiong, Y.1    Xia, H.2    Moore, H.W.3
  • 29
    • 0000338506 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 8486
    • Santora, V.J.1    Moore, H.W.2
  • 30
    • 0000750712 scopus 로고    scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1996) J. Org. Chem. , vol.61 , pp. 329
    • Taing, M.1    Moore, H.W.2
  • 31
    • 0001619673 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 1451
    • Paquette, L.A.1    Morwick, T.2
  • 32
    • 0000963052 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 6799
    • Paquette, L.A.1    Doyon, J.2
  • 33
    • 37049070637 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Chem. Soc., Chem. Commun. , pp. 1351
    • Wilson, P.D.1    Friedrich, D.2    Paquette, L.A.3
  • 34
    • 0028921791 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 2369
    • Morwick, T.1    Doyon, J.2    Paquette, L.A.3
  • 35
    • 0028851974 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9653
    • Yamamoto, Y.1    Ohno, M.2    Eguchi, S.3
  • 36
    • 0028826549 scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1995) Tetrahedron , vol.51 , pp. 12373
    • Varea, T.1    Grancha, A.2    Asensio, G.3
  • 37
    • 0030063470 scopus 로고    scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1996) Tetrahedron , vol.52 , pp. 3075
    • Paquette, L.A.1    Morwick, T.M.2    Negri, J.T.3
  • 38
    • 1542607793 scopus 로고    scopus 로고
    • For recent examples of synthetic application, see: (a) Koo, S.; Liebeskind, L. S. J. Am. Chem. Soc. 1995, 117, 3389. (b) Sun, L.; Liebeskind, L. S. J. Org. Chem. 1995, 60, 8194. (c) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 644. (d) Lee, K. H.; Moore, H. W. J. Org. Chem. 1995, 60, 735. (e) Turnbull, P.; Moore, H. W. J. Org. Chem. 1995, 60, 3274. (f) Xiong, Y.; Xia, H.; Moore, H. W. J. Org. Chem. 1995, 60, 6460. (g) Santora, V. J.; Moore, H. W. J. Am. Chem. Soc. 1995, 117, 8486. (h) Taing, M.; Moore, H. W. J. Org. Chem. 1996, 61, 329. (i) Paquette, L. A.; Morwick, T. J. Am. Chem. Soc. 1995, 117, 1451. (j) Paquette, L. A.; Doyon, J. J. Am. Chem. Soc. 1995, 117, 6799. (k) Wilson, P. D.; Friedrich, D.; Paquette, L. A. J. Chem. Soc., Chem. Commun. 1995, 1351. (l) Morwick, T.; Doyon, J.; Paquette, L. A. Tetrahedron Lett. 1995, 36, 2369. (m) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Am. Chem. Soc. 1995, 117, 9653. (n) Varea, T.; Grancha, A.; Asensio, G. Tetrahedron 1995, 51, 12373. (o) Paquette, L. A.; Morwick, T. M.; Negri, J. T. Tetrahedron 1996, 52, 3075. (p) Schmidt, A. H.; Thiel, S. H.; Gaschler, O. J. Chem. Soc., Perkin Trans. 1 1996, 495.
    • (1996) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 495
    • Schmidt, A.H.1    Thiel, S.H.2    Gaschler, O.3
  • 39
    • 0000666241 scopus 로고
    • For review of synthetic application, see: (a) Liebeskind, L. S. Tetrahedron 1989, 45, 3053. (b) Moore, H. W.; Yerxa, B. R. Chemtracts: Org. Chem. 1992, 5, 273.
    • (1989) Tetrahedron , vol.45 , pp. 3053
    • Liebeskind, L.S.1
  • 40
    • 0000666241 scopus 로고
    • For review of synthetic application, see: (a) Liebeskind, L. S. Tetrahedron 1989, 45, 3053. (b) Moore, H. W.; Yerxa, B. R. Chemtracts: Org. Chem. 1992, 5, 273.
    • (1992) Chemtracts: Org. Chem. , vol.5 , pp. 273
    • Moore, H.W.1    Yerxa, B.R.2
  • 43
    • 37049071488 scopus 로고
    • For other examples of the reaction of squaric acid derivatives with unsaturated organosilanes, see: (a) Ohno, M.; Yamamoto, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1991, 2272. (b) Ohno, M.; Yamamoto, Y.; Shirasaki, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1993, 263. (c) Ohno, M.; Yamamoto, Y.; Eguchi, S. Tetrahedron Lett. 1993, 34, 4807. (d) Yamamoto, Y.; Ohno, M.; Eguchi, S. Tetrahedron 1994, 50, 7783. (e) Yamamoto, Y.; Nunokawa, K.; Ohno, M.; Eguchi, S. Synlett 1993, 781.
    • (1991) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 2272
    • Ohno, M.1    Yamamoto, Y.2    Eguchi, S.3
  • 44
    • 37049069690 scopus 로고
    • For other examples of the reaction of squaric acid derivatives with unsaturated organosilanes, see: (a) Ohno, M.; Yamamoto, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1991, 2272. (b) Ohno, M.; Yamamoto, Y.; Shirasaki, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1993, 263. (c) Ohno, M.; Yamamoto, Y.; Eguchi, S. Tetrahedron Lett. 1993, 34, 4807. (d) Yamamoto, Y.; Ohno, M.; Eguchi, S. Tetrahedron 1994, 50, 7783. (e) Yamamoto, Y.; Nunokawa, K.; Ohno, M.; Eguchi, S. Synlett 1993, 781.
    • (1993) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 263
    • Ohno, M.1    Yamamoto, Y.2    Shirasaki, Y.3    Eguchi, S.4
  • 45
    • 0027236098 scopus 로고
    • For other examples of the reaction of squaric acid derivatives with unsaturated organosilanes, see: (a) Ohno, M.; Yamamoto, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1991, 2272. (b) Ohno, M.; Yamamoto, Y.; Shirasaki, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1993, 263. (c) Ohno, M.; Yamamoto, Y.; Eguchi, S. Tetrahedron Lett. 1993, 34, 4807. (d) Yamamoto, Y.; Ohno, M.; Eguchi, S. Tetrahedron 1994, 50, 7783. (e) Yamamoto, Y.; Nunokawa, K.; Ohno, M.; Eguchi, S. Synlett 1993, 781.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 4807
    • Ohno, M.1    Yamamoto, Y.2    Eguchi, S.3
  • 46
    • 0028279673 scopus 로고
    • For other examples of the reaction of squaric acid derivatives with unsaturated organosilanes, see: (a) Ohno, M.; Yamamoto, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1991, 2272. (b) Ohno, M.; Yamamoto, Y.; Shirasaki, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1993, 263. (c) Ohno, M.; Yamamoto, Y.; Eguchi, S. Tetrahedron Lett. 1993, 34, 4807. (d) Yamamoto, Y.; Ohno, M.; Eguchi, S. Tetrahedron 1994, 50, 7783. (e) Yamamoto, Y.; Nunokawa, K.; Ohno, M.; Eguchi, S. Synlett 1993, 781.
    • (1994) Tetrahedron , vol.50 , pp. 7783
    • Yamamoto, Y.1    Ohno, M.2    Eguchi, S.3
  • 47
    • 0012980849 scopus 로고
    • For other examples of the reaction of squaric acid derivatives with unsaturated organosilanes, see: (a) Ohno, M.; Yamamoto, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1991, 2272. (b) Ohno, M.; Yamamoto, Y.; Shirasaki, Y.; Eguchi, S. J. Chem. Soc., Perkin Trans. 1 1993, 263. (c) Ohno, M.; Yamamoto, Y.; Eguchi, S. Tetrahedron Lett. 1993, 34, 4807. (d) Yamamoto, Y.; Ohno, M.; Eguchi, S. Tetrahedron 1994, 50, 7783. (e) Yamamoto, Y.; Nunokawa, K.; Ohno, M.; Eguchi, S. Synlett 1993, 781.
    • (1993) Synlett , pp. 781
    • Yamamoto, Y.1    Nunokawa, K.2    Ohno, M.3    Eguchi, S.4
  • 49
    • 84889557987 scopus 로고    scopus 로고
    • note
    • E- or Z-isomer was formed selectively. However, because of no data for relative chemical shifts, the stereochemistry could not be confirmed.
  • 50
    • 85088619957 scopus 로고    scopus 로고
    • note
    • 2) for Z-isomer-
  • 52
    • 84889521839 scopus 로고    scopus 로고
    • Semiempirical calculations were carried out using MOPAC version 94.10 packaged in the CAChe Version 3.7
    • Semiempirical calculations were carried out using MOPAC version 94.10 packaged in the CAChe Version 3.7.
  • 54
    • 33845470390 scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 7989
    • Kirmse, W.1    Houk, K.N.2
  • 55
    • 0001398447 scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 2099
    • Rondan, N.G.1    Houk, K.N.2
  • 56
    • 0001414464 scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1987) J. Org. Chem. , vol.52 , pp. 3708
    • Rudolf, K.1    Spellmeyer, D.C.2    Houk, K.N.3
  • 57
    • 0009103622 scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1988) J. Org. Chem. , vol.53 , pp. 2127
    • Houk, K.N.1    Spellmeyer, D.C.2    Jefford, C.W.3    Rimbault, C.G.4    Wang, Y.5    Miller, R.D.6
  • 58
    • 0000977308 scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1989) J. Org. Chem. , vol.54 , pp. 2264
    • Buda, A.B.1    Wang, Y.2    Houk, K.N.3
  • 59
    • 0026572951 scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 883
    • Niwayama, S.1    Houk, K.N.2
  • 60
    • 0011749135 scopus 로고    scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1996) J. Org. Chem. , vol.61 , pp. 640
    • Niwayama, S.1
  • 61
    • 0000678751 scopus 로고    scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1996) J. Org. Chem. , vol.61 , pp. 2517
    • Niwayama, S.1    Kallel, E.A.2    Sheu, C.3    Houk, K.N.4
  • 62
    • 0000203981 scopus 로고    scopus 로고
    • The torquoselectivity in electrocyclic ring opening of cyclobutene derivatives has been extensively studied: (a) Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989. (b) Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1985, 107, 2099. (c) Rudolf, K.; Spellmeyer, D. C.; Houk, K N. J. Org. Chem. 1987, 52, 3708. (d) Houk, K. N.; Spellmeyer, D. C.; Jefford, C. W.; Rimbault, C. G.; Wang, Y.; Miller, R. D. J. Org. Chem. 1988, 53, 2127. (e) Buda, A. B.; Wang, Y.; Houk, K. N. J. Org. Chem. 1989, 54, 2264. (f) Niwayama, S.; Houk, K. N. Tetrahedron Lett. 1992, 33, 883. (g) Niwayama, S. J. Org. Chem. 1996, 61, 640. (h) Niwayama, S.; Kallel, E. A.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2517. (i) Niwayama, S.; Kallel, E. A.; Spellmeyer, D. C.; Sheu, C.; Houk, K. N. J. Org. Chem. 1996, 61, 2813.
    • (1996) J. Org. Chem. , vol.61 , pp. 2813
    • Niwayama, S.1    Kallel, E.A.2    Spellmeyer, D.C.3    Sheu, C.4    Houk, K.N.5
  • 66
    • 33751157459 scopus 로고
    • 3 coordination to 9 is thermodynamically more favorable at the carbonyl group of the vinylogous ester than that of the vinylogous ketone. Also see: Rauk, A.; Hunt, I. R.; Keay, B. A. J. Org. Chem. 1994, 59, 6808.
    • (1994) J. Org. Chem. , vol.59 , pp. 6808
    • Rauk, A.1    Hunt, I.R.2    Keay, B.A.3


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