Phenyl vinyl thioether: A convenient source of the ethylene 1,1-dianion

Tetrahedron Letters

Volumn 40, Issue 46, 1999, Pages 8173-8176

  Foubelo, Francisco ^a   Gutiérrez, Ana ^a   Yus, Miguel ^a  

^a UNIVERSITY OF ALICANTE   (Spain)

Author keywords

1,3 Diols; Deprotonation; Lithiation

Indexed keywords

ALCOHOL DERIVATIVE; CARBON DIOXIDE; LITHIUM DERIVATIVE; SULFIDE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL MODIFICATION; HYDROXYLATION; PROTON TRANSPORT; SYNTHESIS;

EID: 0033550232     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01731-1     Document Type: Article

References (13)

1. For a recent review, see: Foubelo, F.; Yus, M. Trends Org. Chem. 1998, 7, 1-26.
2. For a review, see: Maercker, A. In Lithium Chemistry, a Theoretical and Experimental Overview; Sapse, A. M.; Schleyer, P. v. R., Eds.; J. Wiley & Sons: New York, 1995.
3. For reviews, see: (a) Blomberg, C. The Barbier Reaction and Related One-step Processes; Springer Verlag: Berlin, 1993. (b) Alonso, F.; Yus, M. Recent Res. Devel. Org. Chem. 1997, 1, 397-436.
4. For reviews, see: (a) Blomberg, C. The Barbier Reaction and Related One-step Processes; Springer Verlag:Berlin, 1993. (b) Alonso, F.; Yus, M. Recent Res. Devel. Org. Chem. 1997, 1, 397-436.
5. (a) First account: Ramón, D. J.; Yus, M. J. Chem. Soc., Chem. Commun. 1991, 398-400.
6. (b) For a review, see: Yus, M. Chem. Soc. Rev. 1996, 155-161.
7. Previous paper on this topic from our laboratory: Guijarro, A.; Yus, M. Tetrahedron 1996, 52, 1797-1810.
8. See, for instance: Corey. E. J.; Seebach, D. J. Org. Chem. 1966, 31, 4097-4099.
9. (a) For a review on the stoichiometric version of the sulfur-lithium exchange, see: Cohen, T.; Bhupathy, M. Acc. Chem. Res. 1989, 22, 152-161.
10. (b) For a recent application of this stoichiometric lithiation reaction to a ketene thioacetal, see: Cohen, T.; Zhang, B.; Cherkauskas, J. P. Tetrahedron 1994, 50, 11569-11584.
11. Previous paper on this topic from our laboratory: Foubelo, F.; Gutiérrez, A.; Yus, M. Synthesis 1999, 503-514 (Feature article).
12. For reviews on functionalised organolithium compounds of these type, see: (a) Nájera, C.; Yus, M. Trends Org. Chem. 1991, 2, 155-181. (b) Nájera, C.; Yus, M. Recent Res. Devel. Org. Chem. 1997, 1, 67-96.
13. For reviews on functionalised organolithium compounds of these type, see: (a) Nájera, C.; Yus, M. Trendsorg. Chem. 1991, 2, 155-181. (b) Nájera, C.; Yus, M. Recent Res. Devel. Org. Chem. 1997, 1, 67-96.