Efficient electrocatalytic addition reactions of allyl phenyl sulfone to electron deficient alkenes

Tetrahedron

Volumn 61, Issue 14, 2005, Pages 3515-3523

  Felton, Greg A N ^a   Bauld, Nathan L ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

Allyl vinyl sulfone; Carbanion addition; Catalytic; Electrogenerated base

Indexed keywords

ALKENE DERIVATIVE; ESTER DERIVATIVE; KETONE; NITRILE; SULFONE DERIVATIVE; VINYL DERIVATIVE;

ADDITION REACTION; ARTICLE; CATALYSIS; CHEMICAL PROCEDURES; CHEMICAL REACTION; ELECTRON; MOLECULE; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 14844356876     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.01.125     Document Type: Article

References (17)

1. J.H.P. Utley, and M.F. Nielsen H. Lund O. Hammerich Organic Electrochemistry 4th ed. 2001 Marcel Dekker New York Chapter 30
2. R.D. Little, and M.M. Baizer S. Patai Z. Rapparort The Chemistry of Enones 1989 Wiley New York 599 622
3. M. Feroci, M.A. Casadei, M. Orsini, L. Palombi, and A. Inesi J. Org. Chem. 68 2003 1548 1551
4. A.J. Savall M. Sainsbury Rodd's Chemistry of Carbon Compounds 2nd ed. Organic Electrochemistry Vol. V 2002 Elsevier Amsterdam 215 217
5. M.A. Casadei, S. Cesa, and L. Rosi Eur. J. Org. Chem. 13 2000 2445 2448
6. M.E. Niyazymbetova, and D.H. Evans Tetrahedron 49 43 1993 9627 9687
7. L. Palombi, M. Feroci, M. Orsini, and A. Inesi Chem. Commun. 16 2004 1846 1847
8. G.A.N. Felton, and N.L. Bauld Tetrahedron Lett. 45 25 2004 4841 4845
9. M.M. Baizer, J.L. Chruma, and D.A. White Tetrahedron Lett. 14 52 1973 5209 5212
10. D. Savoia, C. Trombini, and A. Umani-Ronchi J. Chem. Soc. Perkin Trans. 1 2 1977 123 125
11. E. Ghera, V. Kleiman, and A. Hassner J. Org. Chem. 64 1 1999 8 9
12. A. Hassner, E. Ghera, T. Yechezkel, V. Kleiman, T. Balasubramanian, and D. Ostercamp Pure Appl. Chem. 72 9 2000 1671 1683
13. C.H. Hamman, A. Hamnett, and W. Vielstich Electrochemistry 1998 Wiley-VCH Wienheim pp 7-9
14. A 1a: 1b ratio of 1:2 using the assumptions in the text, should yield a 1.5:1 2a excess.
15. G.A.N. Felton, and N.L. Bauld Tetrahedron 60 48 2004 10999 11010
16. G.I. Nikishin, M.N. Elinson, S.K. Feducovich, and B.I. Ugrak Tetrahedron Lett. 33 22 1992 3223 3226
17. J.Y. Becker, and T.A. Koch Electrochim. Acta 39 13 1994 2067 2071