Thallium ion mediated ring expansion of 1-trimethylsilyloxy-1-alkenylcycloalkanes to α-exo-methylenecycloalkanones

Tetrahedron Letters

Volumn 37, Issue 22, 1996, Pages 3865-3866

  Kim, Sunggak ^a   Uh, Kee Han ^a  

^a Korea Advanced Institute of Science and Technology (KAIST)   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

TRIFLUORO;

AROMATIC COMPOUND; CYCLOALKANE; CYCLOALKANONE; THALLIUM;

ARTICLE; CHEMICAL REACTION; ORGANIC CHEMISTRY; SYNTHESIS; TEMPERATURE;

EID: 0029978994     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00701-0     Document Type: Article

References (7)

1. McKillop, A.; Taylor, E. C. In Comprehensive Organometallic Chemistry; Wilkinson, G.; Stone, F. G. A.; Abel, E. W.; Eds.;Pergamon Press: New York, 1982, Vol. 7, p 465-513.
2. Kim, S.; Park, J. H. Tetrahedron Lett. 1989, 30, 6181-6184.; Kim, S.; Uh, K. H.; Lee, S.; Park, J. H. Tetrahedron Lett. 1991, 32, 3395-3396.; Kim, S.; Lee, S. Tetrahedron Lett. 1991, 32, 6575-6578.
3. Kim, S.; Park, J. H. Tetrahedron Lett. 1989, 30, 6181-6184.; Kim, S.; Uh, K. H.; Lee, S.; Park, J. H. Tetrahedron Lett. 1991, 32, 3395-3396.; Kim, S.; Lee, S. Tetrahedron Lett. 1991, 32, 6575-6578.
4. Kim, S.; Park, J. H. Tetrahedron Lett. 1989, 30, 6181-6184.; Kim, S.; Uh, K. H.; Lee, S.; Park, J. H. Tetrahedron Lett. 1991, 32, 3395-3396.; Kim, S.; Lee, S. Tetrahedron Lett. 1991, 32, 6575-6578.
5. Kim, S.; Uh, K. H. Tetrahedron Lett. 1992, 33, 4325-4328.
6. Henry, P. M. J. Am. Chem. Soc. 1965, 87, 4423-4428.
7. 3 and extracted with ether. The organic layer was washed with brine, dried, and evaporated to dryness. The crude product was purified by silica gel column chromatography to give 3 (45 mg, 82%).