Tetrahedron p. 5581 - 5590 (1986)
Update date:2022-08-03
Topics:
Aubert, Corinne
Begue, Jean-Pierre
Biellmann, Jean-Francois
The elimination of lithium, magnesium and aluminium enolates of isobutyrates of medium ring cyclanols occurs in a syn fashion.A set of experimental procedures is presented.This elimination seems to be restricted to strained systems.The stereochemistry has been determined on stereospecifically deuterated cyclooctanol isobutyrates.The primary isotope effect kH/k2 was 3.0 +/- 0.1 and the secondary 1.1.The name β'β elimination is proposed for this syn elimination and related elimination.
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Doi:10.1021/jo01064a635
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(1987)
