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8.1.17.1.1.6 Variation 6: Kinetic Deprotonation of α,β-Unsaturated Ketones

DOI: 10.1055/sos-SD-008-00312

Caine, D.Science of Synthesis, (20068519.

As shown in Table 3, a variety of acyclic[‌76‌,‌123‌,‌124‌] and exocyclic conjugated enones[‌125‌] and those in which the enone moiety is included in a five-,[‌126‌,‌127‌] six-,[‌125‌,‌128‌‌140‌] or seven-membered ring[‌141‌] undergo deprotonation exclusively at the α-position upon treatment with lithium diisopropylamide or other lithium amide bases under kinetic conditions.

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