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Volumn , Issue 10, 1998, Pages 2089-2099

Synthesis of enantiomerically pure trans-1,2-disubstituted cyclopentanes and cyclohexanes by intramolecular allylsilane addition to chiral alkylidene-1,3-dicarbonyl compounds

Author keywords

Allylsilanes; Asymmetric synthesis; Cyclohexanes; Cyclopentanes; Ene reactions; Oxazolidinones

Indexed keywords


EID: 2742547591     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0690(199810)1998:10<2089::AID-EJOC2089>3.0.CO;2-C     Document Type: Article
Times cited : (22)

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    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
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    • (Ed.: T. Hudlicky), JAI Press Inc., London
    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
    • (1989) Organic Synthesis, Theory and Applications , vol.1 , pp. 173-240
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    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
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    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
    • (1989) J. Organomet. Chem , vol.360 , pp. 39
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    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
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    • Majetich, G.1    Defauw, J.2    Ringold, C.3
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    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
    • (1986) J. Org. Chem. , vol.57 , pp. 1753
    • Majetich, G.1    Desmond, R.W.2    Soria, S.J.3
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    • 33845373996 scopus 로고
    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
    • (1986) Chem. Rev. , vol.86 , pp. 857
    • Blumenkopf, T.A.1    Overman, L.E.2
  • 39
    • 0031021327 scopus 로고    scopus 로고
    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
    • (1997) Tetrahedron , vol.53 , pp. 839
    • Kuroda, C.1    Nogami, H.2    Ohnishi, Y.3    Kimura, Y.4    Satoh, J.Y.5
  • 40
    • 0030815185 scopus 로고    scopus 로고
    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 6537
    • Zhao, C.1    Romo, D.2
  • 41
    • 0000446955 scopus 로고    scopus 로고
    • Reviews on syntheses and reactions of allylsilanes, in particular the intramolecular addition to carbonyl compounds: [4a] Y. Yamamoto, N. Asao, Chem Rev. 1993, 93, 2207. [4b] G. Majetich, K. Hull, A. M. Casares, V. Khetani, J. Org. Chem. 1991, 56, 3958. [4c] T. K. Sarkar. Synthesis 1990, 969, 1101. [4d] G. Majetich in Organic Synthesis, Theory and Applications (Ed.: T. Hudlicky), JAI Press Inc., London 1989, vol. 1, pp. 173-240. [4e] I. Fleming, J. Dunogues, R. Smithers, Org React 1989, 37, 57. [4f] G. L. Larson, J. Organomet. Chem 1989, 360, 39. [4g] G. Majetich, J. Defauw, C. Ringold, J. Org. Chem. 1988, 53, 50. [4h] G. Majetich, R. W Desmond, S. J. Soria, J. Org. Chem. 1986, 57, 1753. [4i] T. A. Blumenkopf, L. E. Overman, Chem. Rev. 1986, 86, 857. [4j] C. Kuroda, H. Nogami, Y. Ohnishi, Y. Kimura, J. Y. Satoh, Tetrahedron 1997, 53, 839. - See also: [4k] C. Zhao, D. Romo, Tetrahedron Lett. 1997, 38, 6537. [4l] G. M. Choi, S. H. Yeon, J. Jin, R. Bok, I. N. Jung. Organometallics 1997, 16, 5158.
    • (1997) Organometallics , vol.16 , pp. 5158
    • Choi, G.M.1    Yeon, S.H.2    Jin, J.3    Bok, R.4    Jung, I.N.5
  • 45
    • 0028137704 scopus 로고    scopus 로고
    • However, see: [6a] M.-J. Wu, J.-Y. Yeh, Tetrahedron 1994, 50, 1073. [6b] M.-J. Wu, C.-C. Wu, P.-C. Lee, Tetrahedron Lett. 1992, 33, 2547. [6c] L.-R. Pan, T. Tokoroyama, Tetrahedron Lett. 1992, 33, 1469. [6d] K. Nishitani, K. Yamakawa, Tetrahedron Lett. 1991, 32, 387. [6e] D. R. Gauthier, Jr., E. M. Carreira, Angew. Chem. 1996, 108, 2521; Angew. Chem. Int. Ed. Engl. 1996, 35, 2363.
    • (1994) Tetrahedron , vol.50 , pp. 1073
    • Wu, M.-J.1    Yeh, J.-Y.2
  • 46
    • 0026530297 scopus 로고
    • However, see: [6a] M.-J. Wu, J.-Y. Yeh, Tetrahedron 1994, 50, 1073. [6b] M.-J. Wu, C.-C. Wu, P.-C. Lee, Tetrahedron Lett. 1992, 33, 2547. [6c] L.-R. Pan, T. Tokoroyama, Tetrahedron Lett. 1992, 33, 1469. [6d] K. Nishitani, K. Yamakawa, Tetrahedron Lett. 1991, 32, 387. [6e] D. R. Gauthier, Jr., E. M. Carreira, Angew. Chem. 1996, 108, 2521; Angew. Chem. Int. Ed. Engl. 1996, 35, 2363.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 2547
    • Wu, M.-J.1    Wu, C.-C.2    Lee, P.-C.3
  • 47
    • 0026534988 scopus 로고
    • However, see: [6a] M.-J. Wu, J.-Y. Yeh, Tetrahedron 1994, 50, 1073. [6b] M.-J. Wu, C.-C. Wu, P.-C. Lee, Tetrahedron Lett. 1992, 33, 2547. [6c] L.-R. Pan, T. Tokoroyama, Tetrahedron Lett. 1992, 33, 1469. [6d] K. Nishitani, K. Yamakawa, Tetrahedron Lett. 1991, 32, 387. [6e] D. R. Gauthier, Jr., E. M. Carreira, Angew. Chem. 1996, 108, 2521; Angew. Chem. Int. Ed. Engl. 1996, 35, 2363.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 1469
    • Pan, L.-R.1    Tokoroyama, T.2
  • 48
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    • However, see: [6a] M.-J. Wu, J.-Y. Yeh, Tetrahedron 1994, 50, 1073. [6b] M.-J. Wu, C.-C. Wu, P.-C. Lee, Tetrahedron Lett. 1992, 33, 2547. [6c] L.-R. Pan, T. Tokoroyama, Tetrahedron Lett. 1992, 33, 1469. [6d] K. Nishitani, K. Yamakawa, Tetrahedron Lett. 1991, 32, 387. [6e] D. R. Gauthier, Jr., E. M. Carreira, Angew. Chem. 1996, 108, 2521; Angew. Chem. Int. Ed. Engl. 1996, 35, 2363.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 387
    • Nishitani, K.1    Yamakawa, K.2
  • 49
    • 0028137704 scopus 로고    scopus 로고
    • However, see: [6a] M.-J. Wu, J.-Y. Yeh, Tetrahedron 1994, 50, 1073. [6b] M.-J. Wu, C.-C. Wu, P.-C. Lee, Tetrahedron Lett. 1992, 33, 2547. [6c] L.-R. Pan, T. Tokoroyama, Tetrahedron Lett. 1992, 33, 1469. [6d] K. Nishitani, K. Yamakawa, Tetrahedron Lett. 1991, 32, 387. [6e] D. R. Gauthier, Jr., E. M. Carreira, Angew. Chem. 1996, 108, 2521; Angew. Chem. Int. Ed. Engl. 1996, 35, 2363.
    • (1996) Angew. Chem. , vol.108 , pp. 2521
    • Gauthier Jr., D.R.1    Carreira, E.M.2
  • 50
    • 0030472831 scopus 로고    scopus 로고
    • However, see: [6a] M.-J. Wu, J.-Y. Yeh, Tetrahedron 1994, 50, 1073. [6b] M.-J. Wu, C.-C. Wu, P.-C. Lee, Tetrahedron Lett. 1992, 33, 2547. [6c] L.-R. Pan, T. Tokoroyama, Tetrahedron Lett. 1992, 33, 1469. [6d] K. Nishitani, K. Yamakawa, Tetrahedron Lett. 1991, 32, 387. [6e] D. R. Gauthier, Jr., E. M. Carreira, Angew. Chem. 1996, 108, 2521; Angew. Chem. Int. Ed. Engl. 1996, 35, 2363.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 2363
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    • See also: [7b] L. F. Tietze, U. Beifuss, Angew Chem 1993, 105, 137; Angew. Chem. Int. Ed. Engl 1993, 32, 131. [7c] L. F. Tietze, Nachr. Chem. Techn. Lab. 1997, 45, 1181. [7d] L. F. Tietze, Chem. Rev 1996, 96, 115.
    • (1993) Angew Chem , vol.105 , pp. 137
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    • See also: [7b] L. F. Tietze, U. Beifuss, Angew Chem 1993, 105, 137; Angew. Chem. Int. Ed. Engl 1993, 32, 131. [7c] L. F. Tietze, Nachr. Chem. Techn. Lab. 1997, 45, 1181. [7d] L. F. Tietze, Chem. Rev 1996, 96, 115.
    • (1993) Angew. Chem. Int. Ed. Engl , vol.32 , pp. 131
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    • See also: [7b] L. F. Tietze, U. Beifuss, Angew Chem 1993, 105, 137; Angew. Chem. Int. Ed. Engl 1993, 32, 131. [7c] L. F. Tietze, Nachr. Chem. Techn. Lab. 1997, 45, 1181. [7d] L. F. Tietze, Chem. Rev 1996, 96, 115.
    • (1997) Nachr. Chem. Techn. Lab. , vol.45 , pp. 1181
    • Tietze, L.F.1
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    • See also: [7b] L. F. Tietze, U. Beifuss, Angew Chem 1993, 105, 137; Angew. Chem. Int. Ed. Engl 1993, 32, 131. [7c] L. F. Tietze, Nachr. Chem. Techn. Lab. 1997, 45, 1181. [7d] L. F. Tietze, Chem. Rev 1996, 96, 115.
    • (1996) Chem. Rev , vol.96 , pp. 115
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    • A short communication has already appeared: L. F. Tietze, C. Schünke, Angew. Chem. 1995, 107, 1901; Angew. Chem. Int. Ed. Engl. 1995, 34, 1731.
    • (1995) Angew. Chem. , vol.107 , pp. 1901
    • Tietze, L.F.1    Schünke, C.2
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    • A short communication has already appeared: L. F. Tietze, C. Schünke, Angew. Chem. 1995, 107, 1901; Angew. Chem. Int. Ed. Engl. 1995, 34, 1731.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 1731
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    • note
    • [12b] See also ref.[7c]. For the conversion an (E/Z) mixture of about 6:1 was used. Studies with pure (E)- and (Z)-allylsilanes 1 have shown that the simple diastereoselectivity of the cyclization to give the cyclopentane derivative is virtually independent of the configuration of the allylsilane group: L. F. Tietze, C. Schünke, unpublished results.
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    • note
    • For the synthesis of the corresponding allylsilane carbaldehyde see ref.[7a].
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    • note
    • [21f] See also ref. [8e].
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    • L. F. Tietze, U. Jakobi, unpublished results
    • L. F. Tietze, U. Jakobi, unpublished results. For investigations on the structure of Lewis acid-carbonyl complexes see: [23a] S. Castellino, W. J. Dwight J. Am. Chem. Soc. 1993, 115, 2986. [23b] S. E. Denmark, N. G. Almstead, J. Am. Chem. Soc. 1993, 115, 3133. [23c] M. A. McCorrick, Y-D. Wu, K. N. Houk, J. Org. Chem. 1993, 58, 3330. [23d] S. Shambayati, W. E. Crowe, S. L. Schreiber, Angew. Chem 1990, 102, 273; Angew. Chem. Int. Ed Engl. 1990, 29, 256.
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    • L. F. Tietze, U. Jakobi, unpublished results. For investigations on the structure of Lewis acid-carbonyl complexes see: [23a] S. Castellino, W. J. Dwight J. Am. Chem. Soc. 1993, 115, 2986. [23b] S. E. Denmark, N. G. Almstead, J. Am. Chem. Soc. 1993, 115, 3133. [23c] M. A. McCorrick, Y-D. Wu, K. N. Houk, J. Org. Chem. 1993, 58, 3330. [23d] S. Shambayati, W. E. Crowe, S. L. Schreiber, Angew. Chem 1990, 102, 273; Angew. Chem. Int. Ed Engl. 1990, 29, 256.
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