Cathodic coupling of ketones with trimethylsilyl substituted allyl alcohols

Tetrahedron Letters

Volumn 37, Issue 37, 1996, Pages 6737-6740

  Kashimura, Shigenori ^a   Ishifune, Manabu ^a   Murai, Yoshihiro ^a   Shono, Tatsuya ^a  

^a KINKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANOL;

ARTICLE; DRUG SYNTHESIS; ELECTROCHEMISTRY; STEREOCHEMISTRY; TECHNIQUE;

EID: 0030576927     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)01455-4     Document Type: Article

References (14)

1. 1) Electroorganic Chemistry 151, For part 150, Chem. Lett. 1996, 309-310.
2. 2) Department of Metallurgy.
3. 3) Department of Applied Chemistry.
4. 4) Research Institute for Science and Technology.
5. 5) Kashimura, S.; Murai, Y.; Ishifune, M.; Masuda, H.; Murase, H.; Shono, T. Tetrahedron Lett. 1995, 36, 5041-5044.
6. 6) Shono, T.; Morishima, Y.; Moriyoshi, N.; Ishifune, M.; Kashimura, S. J. Org. Chem. 1994, 59, 273-275.
7. 4Cl and extracted with ether (50 mL × 3). The residue obtained by evaporation of solvent was distilled under reduced pressure (bulb to bulb distillation) in order to get 3.
8. 6
9. 10 (equation presented)
10. 10) Narasaka, K.; Pai, F.-C. Tetrahedron 1984, 40, 2233-2238.
11. 11) Anger, D. J. J. Org. Chem. 1984, 49, 168-170.
12. 12) Top, S.; Jaouen, G.; Sayer, B. G.; McGlinchey, M. J. J. Am. Chem. Soc. 1983, 105, 6426-6429.
13. 3) δ 0.89 (t, J = 7.3 Hz, 3H), 1.01 (d, J = 6.9 Hz, 3H), 1.13 (trans isomer), 1.15 (cis isomer) (s, 3H), 1.18 (trans isomer), 1.19 (cis isomer) (s, 3H), 1.30-1.50 (m, 2H), 1.60 (OH), 1.95-2.22 (m, 3H), 5.29-5.60 (m, 2H).
14. 14) Hudrlik, P. F.; Peterson, D. J. Am. Chem. Soc. 1975, 97, 1464-1468.