An Electrochemical Coupling of Organic Halide with Aldehydes, Catalytic in Chromium and Nickel Salts. the Nozaki-Hiyama-Kishi Reaction

Organic Letters

Volumn 3, Issue 13, 2001, Pages 2073-2074

  Durandetti, Muriel ^a   Nédélec, Jean Yves ^a   Périchon, Jacques ^a  

^a CNRS Université Paris Est Créteil Val de Marne   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALLYL BROMIDE; ALLYL COMPOUND; CHROMIUM; NICKEL; VINYL BROMIDE; VINYL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMISTRY; ELECTROCHEMISTRY;

ALDEHYDES; ALLYL COMPOUNDS; CATALYSIS; CHROMIUM; ELECTROCHEMISTRY; NICKEL; VINYL COMPOUNDS;

EID: 0035963681     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016033g     Document Type: Article

References (9)

1. Wessjohann, L. A.; Scheid, G. Synthesis 1999, 1-36, and references cited therein.
2. For the use of substrates other than halides, see the following. (a) For alkenyl triflates: Takai, K.; Tagashira, M.; Kuroda, T.; Oshima, K.; Utimoto, K.; Nozaki, H. J. Am. Chem. Soc. 1986, 108, 6048-6050.
3. (b) For allylic phosphates: Nowotny, S.; Tucker, C. E.; Jubert, C.; Knochel, P. J. Org. Chem. 1995, 60, 2762-2772.
4. (a) Grigg, R.; Putnikovic, B.; Urch, C. J. Tetrahedron Lett. 1997, 38, 6307-6308.
5. (b) Kurobashi, M.; Tanaka, M.; Kishimoto, S.; Tanaka, H.; Torii, S. Synlett 1999, 69-70.
6. Fürstner, A.; Shi, N. J. Am. Chem. Soc. 1996, 118, 12349-12357.
7. Kurobashi, M.; Tanaka, M.; Kishimoto, S.; Goto, K.; Tanaka, H.; Torii, S. Tetrahedron Lett. 1999, 40, 2785-2788.
8. Durandetti, M.; Périchon, J.; Nédélec, J.-Y. Tetrahedron Lett. 1999, 40, 9009-9013.
9. Stainless steel was purchased from Weber (ref. 304L) and nickel sponge from Nitech (ref. Mn110.050.020, grade 110).