Catalytic α-hydroxy carbon radical generation and addition. Synthesis of α-hydroxy-γ-lactones from alcohols, α,β-unsaturated esters and dioxygen

Chemical Communications

Volumn , Issue 7, 2000, Pages 613-614

  Iwahama, Takahiro ^a   Sakaguchi, Satoshi ^a   Ishii, Yasutaka ^a  

^a KANSAI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ESTER DERIVATIVE; LACTONE DERIVATIVE; OXYGEN;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 0034616024     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b000707m     Document Type: Article

References (17)

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2. B. Giese, Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds, Pergamon, Oxford, 1986; W. B. Motherwell and D. Crich, Free-Radical Reactions in Organic Synthesis, Academic Press, London, 1992.
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13. 2c = ca. 90; B. Giese, Angew. Chem., Int. Ed. Engl., 1983, 22, 753.
14. 2c = ca. 90; B. Giese, Angew. Chem., Int. Ed. Engl., 1983, 22, 753.
15. There are a limited number of literatures on the synthesis of α-hydroxy-γ-lactones like 3a. Mori et al. prepared 3a via three steps from isobutene and trichloroacetaldehyde in 14% yield; K. Mori, T. Takigawa and T. Matsuo, Tetrahedron, 1979, 35, 933; H. Laurent-Robert, C. Le Roux and J. Dubac, Synlett, 1998, 1138.
16. There are a limited number of literatures on the synthesis of α-hydroxy-γ-lactones like 3a. Mori et al. prepared 3a via three steps from isobutene and trichloroacetaldehyde in 14% yield; K. Mori, T. Takigawa and T. Matsuo, Tetrahedron, 1979, 35, 933; H. Laurent-Robert, C. Le Roux and J. Dubac, Synlett, 1998, 1138.
17. There are a limited number of literatures on the synthesis of α-hydroxy-γ-lactones like 3a. Mori et al. prepared 3a via three steps from isobutene and trichloroacetaldehyde in 14% yield; K. Mori, T. Takigawa and T. Matsuo, Tetrahedron, 1979, 35, 933; H. Laurent-Robert, C. Le Roux and J. Dubac, Synlett, 1998, 1138.