A facile one-pot benzylation of sodium enolates using trifluoromethansulfonic anhydride and diphenyl sulfoxide

Chemistry Letters

Volumn 33, Issue 1, 2004, Pages 8-9

  Takuwa, Tomofumi ^a,b   Onishi, Jim Yoshitaka ^a,b   Matsuo, Jun Ichi ^a,b   Mukaiyama, Teruaki ^a,b  

^a KITASATO INSTITUTE   (Japan)

^b KITASATO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL ALCOHOL; BIPHENYL DERIVATIVE; DIPHENYL SULFOXIDE; SODIUM DERIVATIVE; SULFONIC ACID DERIVATIVE; SULFONIUM DERIVATIVE; SULFOXIDE; TRIFLUOROMETHANESULFONIC ANHYDRIDE; UNCLASSIFIED DRUG;

ARTICLE; BENZYLATION; METHODOLOGY; REACTION ANALYSIS; SYNTHESIS;

EID: 2042546707     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2004.8     Document Type: Article

References (10)

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3. J. M. Brown, in "Comprehensive Organic Chemistry," ed. by I. O. Sutherland, University of Livarpool (1979), pp 779-814.
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5. a) J. Matsuo, H. Yamanaka, A. Kawana, and T. Mukaiyam, Chem. Lett., 32, 392 (2003).
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7. J. B. Henderson and S. M. Schwartzman, Tetrahedron Lett., 16, 273 (1975).
8. M. D.Coburn and H. H. Hayden, Synthesis, 1986, 490.
9. B. A. Garcia and J. L. Poole, J. Am. Chem. Soc., 119, 7597 (1997).
10. Sodium enolates were prepared by adding sodium hydride in THF (Table 4, Entries 1-4) or sodium hexamethyldisilazanide in THF (Table 4, Entries 5-8) to THF solution of the corresponding carbonyl compounds.