Tetrahedron Letters p. 833 - 836 (1998)
Update date:2022-07-29
Topics:
Devin, Priscille
Fensterbank, Louis
Malacria, Max
The reaction of aldehydes 1 and 10 with Bu3SnH has been studied. In thermal conditions, after an initial chemoselective 6-exo-trig or 5-exo-trig cyclization to the aldehyde, a β-scission reaction takes place, providing rearrangement products. At low temperature, using the Et3B/O2 procedure, satisfactory yields of cyclohexanol 2 and cyclopentanol 11 are obtained.
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