94532-08-8Relevant academic research and scientific papers
Free radical cyclization approach to the hexahydrobenzofuran moiety of avermectins: a model study
Ardisson, J.,Ferezou, J. P.,Julia, M.,Li, Y.,Liu, L. W.,Pancrazi, A.
, p. 387 - 400 (2007/10/02)
Hexahydrobenzofurans were prepared through Bu3SnH radical cyclization of propargyloxy cyclohexanone precursors.Good results were obtained for monosubstituted acetylenic derivatives after conversion of the carbonyl group into the corresponding enol ether.U
Intramolecular Free Radical Cyclisations onto Enol Ethers. A General Synthesis of α-Alkyl-β-oxy- and α-Methylene-β-oxy-γ-butyrolactones
Begley, Michael J.,Landlow, Mark,Pattenden, Gerald
, p. 1095 - 1106 (2007/10/02)
Radical cyclisation of the enol ether bromoacetals (26), (28a-c), (29), and (37) in the presence of tributylstannane, produces precursors to the β-oxy-γ-butyrolactones (33), (34a-c), (35), and the α-methylene-β-oxy-γ-butyrolactone (39) in high overall yields.By contrast, treatment of (26) and (28a-b) with the cobalt(I) reagent derived from bis(dimethylglyoximato)(pyridine)cobalt(III) chloride (40), followed by oxidation of the intermediates (43) leads to the corresponding unsaturated β-oxy-γ-butyrolactones (42).
INTRAMOLECULAR FREE RADICAL CYCLISATIONS ONTO VINYL ETHERS. A METHOD FOR THE SYNTHESIS OF β-OXY-γ-BUTYROLACTONES
Ladlow, Mark,Pattenden, Gerald
, p. 4317 - 4320 (2007/10/02)
Radical cyclisation of the vinyl ether bromides (2) and (7) in the presence of tri-n-butylstannane produces precursors to the β-oxy-γ-butyrolactones (6) and (9) in high yields (>80percent).By contrast, treatment of (2) and (7) with bis-(dimethylglyoximato)(pyridine)cobalt(I) chloride followed by oxidation of the intermediates (5) and (11) led to the corresponding unsaturated β-oxy-γ-butyrolactones (4) and (12) respectively.
