81036-92-2Relevant academic research and scientific papers
An Efficient and Simple β-Acylvinyl Anion Equivalent for Cyclohexenones
Shih, Chuan,Swenton, John S.
, p. 4217 - 4220 (1981)
Dilithio species available from treatment of Δ3,4-3-bromocyclohexenone ketals with two equivalents of n-butyllithium serve as one-pot equivalents of β-vinyl-carbanions of cyclohexenones.These former ketals are available in good yield from the corresponding β-bromocyclohexenone by direct ketalization under controlled conditions.
Synthesis of 3-substituted 2-cyclohexenones through umpoled functionalization
Lechuga-Eduardo, Harim,Zarza-Acu?a, Eduardo,Romero-Ortega, Moisés
, p. 3234 - 3237 (2017/07/27)
A new protocol to obtain 3-substituted 2-cyclohexenones, was developed by reversing the chemical reactivity of 2-cyclohexenone. One-pot synthesis of 3-substituted 2-cyclohexenones can be achieved by treatment of 3-phenylthiosilyl enol ether with a mixture of t-BuLi/HMPA that allows hydrogen-selective exchange in presence of reactive electrophiles such as aldehydes, ketones and alkyl halides. This affords the corresponding product in moderate overall yield, after silyl enol ether cleavage and concomitant thiophenol elimination initiated with TBAF.
