138589-56-7Relevant academic research and scientific papers
Preparation of propargylic carbenoids and reactions with carbonyl compounds - A stereoselective synthesis of propargylic halohydrins and oxiranes
Chemla, Fabrice,Bernard, Nicolas,Ferreira, Franck,Normant, Jean F.
, p. 3295 - 3300 (2007/10/03)
The preparation and the reactivity of the zincioallene 3 is described, This organometallic compound reacts with aldehydes to yield propargylic halohydrins with good diastereoselectivities. These halohydrins can easily be converted into propargylic oxirane
Reactions of Carbonyl Compounds with diisobutyltelluronium Bromide Mediated by Different Strong Bases: Highly Regioselective Synthesis of (Trimethylsilyl)propargyl Alcohol and Highly Stereoselective Synthesis of cis-(Trimethylsilyl)alkynyl Epoxides
Zhou, Zhang-Lin,Huang, Yao-Zeng,Shi, Li-Lan,Hu, Jiong
, p. 6598 - 6603 (2007/10/02)
diisobutyltelluronium bromide (1), after being treated with alkyl- or aryllithium reagent, undergoes a lithium-tellurium exchange reaction via an unstable transient tetraorganyltellurium intermediate, and the in situ generated lithium species react with carbonyl compounds to give (trimethylsilyl)propargyl alcohols 2 in high yields with high regioselectivity.However, when the telluronium salt 1 was treated with nonnucleophilic bases such as LDA or lithium 2,2,6,6-tetramethylpiperidide, the moderately stabilized silylated telluronium ylide formed.The silylated telluronium ylide reacted with carbonyl compounds to afford (trimethylsilyl)alkynyl epoxides 11 in good to excellent yields with high cis stereoselectivity.
Enantioselective Epoxidation of Conjugated Dienes and Enynes. Trans-Epoxides from cis-Olefins
Lee, Nam Ho,Jacobsen, Eric N.
, p. 6533 - 6536 (2007/10/02)
Asymmetric epoxidation of conjugated dienes and enynes catalyzed by (salen)Mn(II) coplex I takes place with high chemoselectivity to afford monoepoxides exclusively.Reactions of cis-enynes proceed with very high levels of asymmetric induction, with trans-alkynyl epoxides as the major products.
