INTRAMOLECULAR FREE RADICAL CYCLISATIONS ONTO VINYL ETHERS. A METHOD FOR THE SYNTHESIS OF β-OXY-γ-BUTYROLACTONES

DOI: 10.1016/S0040-4039(01)81427-1

Source and publish data:

Tetrahedron Letters p. 4317 - 4320 (1984)

Update date:2022-08-04

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Authors:

Ladlow, Mark

Pattenden, Gerald

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Article abstract of DOI:10.1016/S0040-4039(01)81427-1

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.

Full text of DOI:10.1016/S0040-4039(01)81427-1

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