
Journal of Organic Chemistry p. 4135 - 4139 (1980)
Update date:2022-08-05
Topics:
Whitesell, James K.
Helbling, Andre M.
β,γ-Unsaturated esters are of interest for the synthesis of mono- and sesquiterpenes where the alkene linkage is destined for cleavage to a dialdehyde as well as for the synthesis of γ-butyrolactones. A general method for the preparation of deconjugated esters of this type from allylic alcohols is described. The method is useful for the construction of β,γ-unsaturated esters where the ? bond is disubstituted and part of a cyclic array. The sequence works only poorly in acyclic systems.
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Doi:10.1021/ja00533a011
(1980)Doi:10.1111/j.1751-0813.2000.tb11742.x
(1930)Doi:10.1016/S0040-4039(00)77740-9
(1980)Doi:10.1039/a708134k
(1998)Doi:10.1016/j.tetlet.2014.12.042
(2015)Doi:10.1016/S0022-328X(00)94427-9
(1980)