94532-17-9Relevant academic research and scientific papers
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.
