Migratory aptitude of substituents on silicon atoms of disilylcarbenes

Journal of Physical Organic Chemistry

Volumn 9, Issue 9, 1996, Pages 619-622

  Oku, Akira ^a   Miki, Toshiyuki ^a   Ose, Yasuyoshi ^a  

^a KYOTO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0345175540     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1395(199609)9:9<619::AID-POC822>3.0.CO;2-W     Document Type: Article

References (13)

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6. H. Philip, J. Keating, Tetrahedron Lett. 523-526 (1961).
7. (a) A. Sekiguchi and W. Ando, Organometallics 6, 1857-1860 (1987);
8. (b) T. Shioiri, T. Aoyama and S. Mori, Org. Synth. 68, 1-7 (1990).
9. (a) J. Laane, J. Am. Chem. Soc. 89, 1144-1147 (1967);
10. (b) D. Seyferth, R. Damrauer, S. B. Andrews and S. S. Washburne, J. Am. Chem. Soc. 93, 3709-3713 (1971);
11. (c) R. Damrauer, R. A. Davis, M. T. Burke, R. A. Karn and G. T. Goodman, J. Organomet. Chem. 43, 121-125 (1972);
12. (d) K. Matsumoto, K. Oshima and K. Utimoto, Tetrahedron Lett. 42, 6055-6058 (1990).
13. M. R. Chedekel, M. Skoglund, R. L. Kreeger and H. Shechter, J. Am. Chem. Soc. 98, 7846-7848 (1976); they reported that silylcarbenes can react in both singlet and triplet states, but the 1,2-shift takes place only with singlet silylcarbenes.