Organocerium reactions of benzamides and thiobenzamides: A direct synthesis of tertiary carbinamines

Tetrahedron Letters

Volumn 38, Issue 7, 1997, Pages 1241-1244

  Calderwood, David J ^a   Davies, Roy V ^a   Rafferty, Paul ^a   Twigger, Helen L ^a   Whelan, Helen M ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

AMINE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS;

EID: 0031575597     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00047-6     Document Type: Article

References (12)

1. 1. Molander, G. A. The Chemistry of the Metal Carbon Bond; Hartley, F. R. Ed.; John Wiley: New York, 1989; Vol. 5, Chapter 8 and references cited therein.
2. 2. Imamoto, T. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Schreiber, S. L. Eds.; Pergamon: London, 1991; Vol. 1, Chapter 1.8.
3. 3. Denmark, S. E.; Edwards, J. P.; Nicoise, O. J. Org. Chem. 1993, 58, 569.
4. 4. Imamoto, T.; Kusumoto, T.; Tawarayama, Y.; Sugiura, Y.; Mita, T.; Hatanaka, Y.; Yokoyama, M. J. Org. Chem. 1984, 49, 3904.
5. 5. Imamoto, T.; Sugiura, Y. J. Organometal. Chem. 1985, 285, C21.
6. 6. Fukuzawa, S.; Sakai, S. Bull. Chem. Soc. Jpn. 1992, 65, 3308.
7. 7. Enders, D.; Funk, R.; Klatt, M.; Raabe, G.; Hovestreydt. E. R. Angew. Chem. Int. Ed. Engl. 1993, 32, 418.
8. 8. Ciganek, E. J. Org. Chem. 1992, 57, 4521.
9. 3/RLi alkylation system. See Evans, W.J.; Feldman, J. D.; Ziller, J. W. J. Am. Chem. Soc. 1996, 118, 4581.
10. 10. GB Appl. 93/12 893/1993 (Chem. Abstr. 1995, 123, 198799s).
11. 11. Unpublished results (H. L. Twigger and H. M. Whelan).
12. 1H NMR, IR, elemental analysis and mass spectral analysis. Purity was determined by GLC.