Construction of 2,3- and 3,4-functionalized silacyclopentanes: Synthesis of 6-aza-2,2-diphenyl-2-silabicyclo[3.1.0]hexane and 6-aza-3,3-diphenyl-3- silabicyclo[3.1.0]hexane derivatives

Synthetic Communications

Volumn 28, Issue 7, 1998, Pages 1163-1173

  Mignani, Serge ^a   Barreau, Michel ^a   Damour, Dominique ^a   Renaudon, Alain ^a   Dejean, Valérie ^b   Manuel, Georges ^b  

^a SANOFI   (France)

^b UMR 5069) 118 route de Narbonne   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTANE DERIVATIVE; HEXANE;

FRANCE; MOLECULAR INTERACTION; REVIEW; STEREOCHEMISTRY; SYNTHESIS;

EID: 0031920856     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919808005957     Document Type: Review

References (39)

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3. For reviews, see: , Müller, E.; Bayer, O.; Meerwein, H.; Ziegler, K. Houben-Weyl, Methoden der Organischen Chemie, Methoden zur Herstellung und Umwandlung von 1,2- und 1,3-Alkyleniminen Bestian, H.; Ed. Thieme: Stuttgart, 1958; p 223; Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 65, 1319; Hassner, A. Heterocyclic Compounds, Small Ring Heterocycles, Aziridines, Azirines, Thiiranes, Thiirenes, Vol. 42; part 1; 1983, Ed.; An Interscience Publication, John Wiley & Sons, and references cited therein
4. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
5. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
6. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
7. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
8. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
9. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
10. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
11. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
12. For previous works, see: Damour, D.; Barreau, M.; Dutruc-Rosset, G.; Doble, A.; Piot, O.; Mignani, S. Bioorg. & Med. Chem. Lett. 1994, 4, 415; Mignani, S.; Damour, D. Synth. Commun. 1994, 24, 2017; Boukherroub, R.; Manuel, G.; Mignani, S.; Damour, D. J. Organomet. Chem., 1994, 484, 119; Mignani, S.; Damour, D. FR. Patent 2689892, 1992; Chem. Abstr. 1994, 120, 323854; FR. Patent 2689893, 1992; Chem. Abstr. 1994, 121, 9696; FR. Patent 2689894, 1992; Chem. Abstr. 1994, 120, 323253; Damour, D.; Barreau, M.; Dhaleine, F.; Doerflinger, G.; Vuilhorgne, M.; Mignani, S. Synlett, 1996, 9, 890; Damour, D.; Doerflinger, G.; Mignani, S. Heterocycles, 1997 accepted for publication.
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15. A different approach is the direct lithiation-silylation of aziridine ring by addition of trimethylsilyl chloride (Beak, P.; Wu, S.; Yum, E. E. K.; Jun, Y. M. J. Org. Chem. 1994, 59, 276).
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