Radical additions to allyl bromides. A synthetically useful, 'Tin-Free' method for carbon-carbon bond formation

Tetrahedron Letters

Volumn 50, Issue 18, 2009, Pages 2119-2120

  Struss, John A ^a   Sadeghipour, Mitra ^b   Tanko, James M ^c  

^a UNIVERSITY OF TAMPA   (United States)

^b FROSTBURG STATE UNIVERSITY   (United States)

^c VIRGINIA POLYTECHNIC INSTITUTE AND STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL BROMIDE DERIVATIVE; AMIDE; BENZYL DERIVATIVE; BROMINE DERIVATIVE; CARBON; OXAZOLIDINONE DERIVATIVE; PYRROLIDINE AMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; STEREOCHEMISTRY; SUBSTITUTION REACTION;

EID: 62349095583     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.02.154     Document Type: Article

References (14)

1. Tanko J.M., and Sadeghipour M. Angew. Chem., Int. Ed. 38 (1999) 159
2. Chuang C.P., and Hart D.J. J. Org. Chem. 48 (1983) 1782
3. Danishefsky S., Chackalamannil S., and Uang B.J. J. Org. Chem. 47 (1982) 2231
4. Ladlow M., and Pattenden G. Tetrahedron Lett. 25 (1984) 4317
5. Burke S.D., Fovare W.B., and Arminsteadt D.M. J. Org. Chem. 47 (1982) 3348
6. Geise B., and Kretzschmar G. Angew. Chem., Int. Ed. Engl. 20 (1981) 965
7. Huval C.C., and Singleton D.A. Tetrahedron Lett. 34 (1993) 3041
8. Geise B., and Kretzschmar G. Chem. Ber. 116 (1983) 3267
9. Geise B., and Meisner J. Chem. Ber. 114 (1981) 2138
10. Geise B. Angew. Chem., Int. Ed. Engl. 22 (1983) 753
11. -1 at 120 °C.
12. Geise B., and Meisner J. Angew. Chem., Int. Ed. Engl. 10 (1977) 178
13. Geise B., and Lachhein S. Angew. Chem., Int. Ed. Engl. 20 (1981) 967
14. For examples of chiral auxiliary controlled radical additions, see:. Curran D.P., Porter N.A., and Giese B. Stereochemistry of Radical Reactions. 1st ed. (1996), VCH, New York, NY Chapter 5, p 178