Tetrahedron p. 2401 - 2410 (1990)
Update date:2022-08-16
Topics:
Mordini, Alessandro
Rayana, Ezzedine Ben
Margot, Christian
Schlosser, Manfred
The mixture of lithium diisopropylamide and potassium tert-butoxide ("LIDAKOR reagent") promotes smooth ring opening of oxiranes to afford allyl alcohols with good to excellent yields. Internal epoxyalkanes and large size epoxy-cycloalkanes give preferentially or exclusively trans-alkenols. The regio- and stereochemistry of the ring opening reaction are essentially the consequence of syn-periplanar elimination mechanisms.
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