Thallium trinitrate mediatcd ring contraction of monocyclic ketones: Stereochemical aspects

Tetrahedron Letters

Volumn 38, Issue 11, 1997, Pages 1899-1902

  Ferraz, Helena M C ^a   Silva Jr , Luiz F ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE DERIVATIVE; THALLIUM;

ARTICLE; CHEMICAL REACTION; DIASTEREOISOMER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY; SYNTHESIS;

EID: 0031575783     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00246-3     Document Type: Article

References (21)

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11. 3CN was tested with 4-t-butylcyclohexanone, giving cis-3-t-butylcyclopentanecarboxylic acid in good yield.
12. 9. Mundy, B.F. J. Chem. Ed. 1972, 49, 91-96.
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14. 13C-NMR analysis in the 1960s. It must also be emphasized that the relative configuration of the product was not assigned in the Wiberg's work.
15. 16
16. 2as solvent) are useful when ring contraction is the desired reaction for this type of substrate.
17. 15. a) Taylor, E.C.; Robey, R.L.; Liu, K.T.; Favre, B.; Bozimo, H.T.; Conley, R.A.; Chiang, C.S.; McKillop, A.; Ford, M.E. J. Am. Chem. Soc. 1976, 98, 3037-3038.
18. b) Taylor, E.C.; Conley, R.A.; Johnson, D.K.; McKillop, A. J. Org. Chem. 1977, 42, 4167-4169.
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