1,4-Addition reactions of bis(iodozincio)methane with α,β-unsaturated ketones

Synlett

Volumn , Issue 8, 1999, Pages 1253-1254

  Matsubara, Seijiro ^a   Arioka, Daisuke ^a   Utimoto, Kiitiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

1,4 addition; Copper; Dimetal; Enolate; Zinc

Indexed keywords

2 CYCLOHEXENONE; BIS(IODOZINCIO)METHANE; COPPER; KETONE DERIVATIVE; TRIMETHYLSILYL DERIVATIVE; UNCLASSIFIED DRUG; ZINC DERIVATIVE;

ARTICLE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 0032792529     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2831     Document Type: Article

References (15)

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2. Marek, I.; Normant, J.-F. Chem. Rev. 1996, 96, 3241; Knochel, P.; Normant, J.-F. Tetrahedron Lett. 1986, 27, 4427, 4431; Nakamura, E.; Kubota, K.; Sakata, G. J. Am. Chem. Soc., 1997, 119, 5457.
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7. a) Takai, K.; Kakiuchi, T.; Kataoka, Y.; Utimoto, K. J. Org. Chem. 1994, 59, 2668.
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9. Matsuzawa, S.; Horiguchi, Y.; Nakamura, E.; Kuwajima, I. Tetrahedron, 1989, 45, 349.
10. 3) δ 7.1-7.6 (m, 10 H), 5.90 (d, J = 10.2 Hz, 1H), 4.24 (dt, J = 10.2, 7.6Hz, 1H), 0.78 (d, J=7.6 Hz 1H), 0.10 (s, 9H).
11. 3) δ 7.1-7.6 (m, 10 H), 5.39 (d, J = 7.2 Hz, 1H), 4.0 (dt, J = 7.2, 7.2 Hz, 1H), 1.40 (dt, J = 7.2, 0.8 Hz, 2 H).
12. Knochel, P.; Singer, R. D. Chem. Rev., 1993, 93, 2117; Knochel, P. Synlett, 1995, 393.
13. Knochel, P.; Singer, R. D. Chem. Rev., 1993, 93, 2117; Knochel, P. Synlett, 1995, 393.
14. 2 and CuCN·2LiCI in THF at -30 ° C.
15. 3) δ 7.1 -7.3 (m, 5 H), 6.26 (d, J = 11,2 Hz, 1 H), 5.82 (ddt, J = 15.5, 11.0, 7.2 Hz, 1H), 5.18 (dd, J = 11.2, 7.5Hz, 1H), 5.01 (d, J = 15.5 Hz, 1H), 4.96 (d, J = 11.0 Hz, 1H), 3.18 (dt, J = 7.5, 7.5 Hz, 1H), 1.9-2.1 (m, 2H), 1.6-1.85 (m, 2H), 0.20 (s, 9H). Article Identifier: 1437-2096.E; 1999,0,08,1253,1254,ftx,en;Y11799ST.pdf