Three molecules of an arylalkyne reacting with a β-amino-substituted α,β-unsaturated Fischer carbene complex to give highly substituted spiro[4.4]nonatrienes

Tetrahedron

Volumn 56, Issue 28, 2000, Pages 4977-4984

  Schirmer, Heiko ^a   Flynn, Bernard L ^b   De Meijere, Armin ^a  

^a UNIVERSITY OF GÖTTINGEN   (Germany)

^b AUSTRALIAN NATIONAL UNIVERSITY   (Australia)

Author keywords

Fischer carbene complex; Metal carbene; Metathesis type reaction

Indexed keywords

ALKYNE DERIVATIVE; CARBENE; SPIRO[4.4]NONATRIENE DERIVATIVE; UNCLASSIFIED DRUG;

COMPLEX FORMATION; CONFERENCE PAPER; CYCLIZATION; MOLECULAR INTERACTION; PRIORITY JOURNAL; SYNTHESIS;

EID: 0034617068     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00211-8     Document Type: Conference Paper

References (45)

1. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
2. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
3. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
4. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
5. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
6. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
7. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
8. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
9. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
10. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
11. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
12. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
13. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
14. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
15. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
16. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
17. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
18. Reviews: (a) Dötz, K. H.; Fischer, H.; Hofmann, P.; Kreißl, F. R.; Schubert, U.; Weiss, K. Transition Metal Carbene Complexes; VCH: Weinheim, 1983. (b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587-608. (c) Wulff, W. D.; Tang, P.-C.; Chan, K.-S.; McCallum, J. S.; Yang, D. C.; Gilbertson, S. R. Tetrahedron 1985, 41, 5813-5832. (d) Dötz K. H. In Organometallics in Organic Synthesis. Aspects of a Modern Interdisciplinary Field; de Meijere, A., tom Dieck, H., Eds.; Springer: Berlin, 1987. (e) Wulff, W. D. In Advances in Metal-Organic Chemistry Liebeskind, L. S., Ed.; JAI: London, 1989; Vol. 1, pp 209-393. (f) Dötz, K. H. New J. Chem. 1990, 14, 433-445. (g) Grotjahn, D. B.; Dötz, K. H. Synlett 1991, 381-39. (h) Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113. (i) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus, L. S., Eds.; Pergamon: New York, 1995; Vol. 12, pp 469-547. (j) Harvey, D. F.; Sigano, D. M. Chem. Rev. 1996, 96, 271-288. (k) de Meijere, A. Pure Appl. Chem. 1996, 68, 61-72. (l) Aumann, R.; Nienaber, H. Adv. Organomet. Chem. 1997, 41, 163-242. (m) Dorwald, F. Z. Metal Carbenes in Oganic Synthesis; Wiley-VCH: Weinheim, 1999. (n) Beller, M.; Carsten, B. Transition Metals for Organic Synthesis; Wiley-VCH: Weinheim, 1999; Vol. 1. (o) Padwa, A.; Weingarten, M. D. Chem. Rev. 1996, 96, 223-269. (p) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem. 2000, 112, in press; Angew. Chem. Int. Ed. Engl. 2000, 39, in press.
19. (a) Tietze, L. F.; Beifuß, U. Angew. Chem. 1993, 32, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-164.
20. (a) Tietze, L. F.; Beifuß, U. Angew. Chem. 1993, 32, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-164.
21. (b) de Meijere, A.; Meyer, F. E. Angew. Chem. 1994, 106, 2473-2506; Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411.
22. (b) de Meijere, A.; Meyer, F. E. Angew. Chem. 1994, 106, 2473-2506; Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411.
23. (c) Tietze, L. F. Chem. Rev. 1996, 96, 115-136.
24. Hofmann P., Hämmerle M., Unfried G. New J. Chem. 15:1991;769-789.
25. (a) Fischer, E. O.; Kreissl, F. R. J. Organomet. Chem. 1972, 35, C47-C51.
26. (b) Fischer, E. O.; Kalder, H. J. J. Organomet. Chem. 1977, 131, 57-64.
27. (c) Fischer, E. O.; Schubert, U.; Kleine, W.; Fischer, H. Inorg. Synth. 1979, 19, 164-172.
28. (d) Duetsch, M.; Stein, F.; Lackmann, R.; Pohl, E.; Herbst-Irmer, R.; de Meijere, A. Chem. Ber. 1992, 125, 2051-2065.
29. (e) Stein, F.; Duetsch, M.; Pohl, E.; Herbst-Irmer, R.; de Meijere, A. Organometallics 1993, 12, 2556-2564.
30. More recently we have prepared various complexes of type 2 in a one-pot procedure: (a) Flynn, B. L.; Funke, F. J.; Silveira, C. C.; de Meijere, A. Synlett, 1995, 1001-1010. (b) Schirmer, H.; Funke, F. J.; Müller, S.; Noltemeyer, M.; Flynn, B. L.; de Meijere, A. Eur. J. Org. Chem. 1999, 2025-2031. (c) Schirmer, H.; Duetsch, M.; Stein, F.; Labahn, T.; Knieriem, B.; de Meijere, A. Angew. Chem. 1999, 111, 1369-1371; Angew. Chem. Int. Ed. Engl. 1999, 38, 1285-1287. (d) Schirmer, H.; Labahn, T.; Flynn, B. L.; Wu, Y.-T.; de Meijere, A. Synlett 1999, 2004-2006.
31. More recently we have prepared various complexes of type 2 in a one-pot procedure: (a) Flynn, B. L.; Funke, F. J.; Silveira, C. C.; de Meijere, A. Synlett, 1995, 1001-1010. (b) Schirmer, H.; Funke, F. J.; Müller, S.; Noltemeyer, M.; Flynn, B. L.; de Meijere, A. Eur. J. Org. Chem. 1999, 2025-2031. (c) Schirmer, H.; Duetsch, M.; Stein, F.; Labahn, T.; Knieriem, B.; de Meijere, A. Angew. Chem. 1999, 111, 1369-1371; Angew. Chem. Int. Ed. Engl. 1999, 38, 1285-1287. (d) Schirmer, H.; Labahn, T.; Flynn, B. L.; Wu, Y.-T.; de Meijere, A. Synlett 1999, 2004-2006.
32. More recently we have prepared various complexes of type 2 in a one-pot procedure: (a) Flynn, B. L.; Funke, F. J.; Silveira, C. C.; de Meijere, A. Synlett, 1995, 1001-1010. (b) Schirmer, H.; Funke, F. J.; Müller, S.; Noltemeyer, M.; Flynn, B. L.; de Meijere, A. Eur. J. Org. Chem. 1999, 2025-2031. (c) Schirmer, H.; Duetsch, M.; Stein, F.; Labahn, T.; Knieriem, B.; de Meijere, A. Angew. Chem. 1999, 111, 1369-1371; Angew. Chem. Int. Ed. Engl. 1999, 38, 1285-1287. (d) Schirmer, H.; Labahn, T.; Flynn, B. L.; Wu, Y.-T.; de Meijere, A. Synlett 1999, 2004-2006.
33. More recently we have prepared various complexes of type 2 in a one-pot procedure: (a) Flynn, B. L.; Funke, F. J.; Silveira, C. C.; de Meijere, A. Synlett, 1995, 1001-1010. (b) Schirmer, H.; Funke, F. J.; Müller, S.; Noltemeyer, M.; Flynn, B. L.; de Meijere, A. Eur. J. Org. Chem. 1999, 2025-2031. (c) Schirmer, H.; Duetsch, M.; Stein, F.; Labahn, T.; Knieriem, B.; de Meijere, A. Angew. Chem. 1999, 111, 1369-1371; Angew. Chem. Int. Ed. Engl. 1999, 38, 1285-1287. (d) Schirmer, H.; Labahn, T.; Flynn, B. L.; Wu, Y.-T.; de Meijere, A. Synlett 1999, 2004-2006.
34. More recently we have prepared various complexes of type 2 in a one-pot procedure: (a) Flynn, B. L.; Funke, F. J.; Silveira, C. C.; de Meijere, A. Synlett, 1995, 1001-1010. (b) Schirmer, H.; Funke, F. J.; Müller, S.; Noltemeyer, M.; Flynn, B. L.; de Meijere, A. Eur. J. Org. Chem. 1999, 2025-2031. (c) Schirmer, H.; Duetsch, M.; Stein, F.; Labahn, T.; Knieriem, B.; de Meijere, A. Angew. Chem. 1999, 111, 1369-1371; Angew. Chem. Int. Ed. Engl. 1999, 38, 1285-1287. (d) Schirmer, H.; Labahn, T.; Flynn, B. L.; Wu, Y.-T.; de Meijere, A. Synlett 1999, 2004-2006.
35. Duetsch M., Lackmann R., Stein F., de Meijere A. Synlett. 1991;324-326.
36. (a) Duetsch, M.; Vidoni, S.; Stein, F.; Funke, F. J.; Noltemeyer, M.; de Meijere, A. J. Chem. Soc. Chem. Commun. 1994, 1679-1680.
37. (b) Flynn, B. L.; Funke, F. J.; Noltemeyer, M.; de Meijere, A. Tetrahedron 1995, 51, 11141-11148.
38. (c) Flynn, B. L.; Silveira, C. C.; de Meijere, A. Synlett, 1995, 1658-1660.
39. Flynn B.L., de Meijere A. J. Org. Chem. 64:1999;400-404.
40. Stein, F.; Duetsch, M.; Lackmann, R.; Noltemeyer, M.; de Meijere, A. Angew. Chem. 1991, 103, 1669-1671; Angew. Chem. Int. Ed. Engl. 1991, 30, 1658-1660.
41. Stein, F.; Duetsch, M.; Lackmann, R.; Noltemeyer, M.; de Meijere, A. Angew. Chem. 1991, 103, 1669-1671; Angew. Chem. Int. Ed. Engl. 1991, 30, 1658-1660.
42. (a) The original two-step preparation via isolated 1-ethoxy-1-(trimethylsilylethynyl)carbenepentacarbonylchromium afforded 10 in only 20% overall yield: Duetsch, M. Diplomarbeit, Universität Hamburg, 1990.
43. (b) (3-Dimethylamino-1-ethoxy-3-trimethylsilylallylidene)pentacarbonylchromium (10) has independently been prepared and reported: Rahm, A.; Wulff, W. D. Organometallics 1993, 12, 597-599.
44. In the presence of pyridine or certain catalysts, Fischer carbenes insert into trialkylsilanes to yield α-alkoxysilanes: Mak, C. C.; Tse, M. K.; Chan, K. S. J. Org. Chem. 1994, 59, 3585-3589 and references cited therein. In the presence of excess alkyne and the absence of a catalyst, alkyne insertion into 23 could well win over silane insertion.
45. Suffert J. J. Org. Chem. 54:1989;509-510.