479494-89-8Relevant academic research and scientific papers
Synthesis of allylic alcohols from oxazolinyloxiranes
Perna, Filippo M.,Capriati, Vito,Florio, Saverio,Luisi, Renzo
, p. 8351 - 8359 (2007/10/03)
Lithium diisopropylamide (LDA) (or s-BuLi/TMEDA) in diethyl ether promotes smooth ring opening of oxazolinyl alkyl oxiranes to give oxazolinyl allylic alcohols, which are masked Baylis-Hillman adducts, in good to excellent yields. An E2-E1cb-like syn-β-elimination is proposed to explain the easy base-promoted isomerization of the studied oxiranes.
