Tetrahedron p. 1985 - 1996 (1991)
Update date:2022-07-29
Topics:
DeVoss, James J.
Jamie, Joanne F.
Blanchfield, Joanne T.
Fletcher, Mary T.
O'Shea, Michael G.
Kitching, William
The ketoaldehyde, 5-oxo-9-decenal (4) undergoes chemoselective addition to the aldehyde with either allyl or propargyl bromide under Luche-Barbier conditions.Oxymercuration-cyclisation of the resulting hydroxyketones, followed by reductive or oxidative demercuration, provides functionalised spiroacetals, some of which are of insect origin.
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