ω-Alkenyl-α-methoxy-benzyllithiums : Original synthesis and reactivity

Tetrahedron Letters

Volumn 38, Issue 35, 1997, Pages 6291-6294

  Krief, Alain ^a   Bousbaa, Jamal ^a  

^a UNIVERSITY OF NAMUR   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOLITHIUM COMPOUND; ORGANOMETALLIC COMPOUND;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030818654     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01411-1     Document Type: Article

References (13)

1. (a) Krief, A.; Barbeaux, P. J. Chem. Soc. Chem. Commun. 1987,16, 1214
2. (b) Krief, A.; Barbeaux, P. Tetrahedron Lett. 1991, 32, 417
3. (c) Krief, A.; Kenda, B.; Barbeaux, P. Tetrahedron Lett. 1991, 32, 2509.
4. 2, THF, -78°C, 0.5h; -78°C to 20°C : n= 1 89%; n= 2 84%). 2b
5. (b) Krief, A.; Bousbaa, J. Tetrahedron Lett. 1997, 38, 0000.
6. 2b and 2c do not cyclise under these conditions (see above, Scheme 1). 1d,c
7. The stereochemistry of 7e has not yet been determined.
8. Tomooka, K.; Nakai, T. J. Synth Org. Chem. Jpn 1996, 54, 1000
9. (b) Nakai, T.; Mikami, K. in "Organic Reaction" 1994, 46, 106 Paquette, L. A. ed. John Wily & Sons, Chichester
10. (c) Marshall, J.A. in "Comprehensive Organic Synthesis "1991, Vol 3, 975, Trost, B.; Fleming, I.; Pattenden, G. Pergamon Press, Oxford.
11. N1 type mechanism.
12. Ashby, E. C.; E.C.; Laemmle, J. T. Chem. Rev. 1975, 75, 521.
13. For a related example see Krief, A.; Barbeaux, P.; Guittet E. Synlett 1990, 509.