192203-79-5Relevant academic research and scientific papers
Asymmetric Diels–Alder reaction between furans and propiolates
Ogura, Akihiro,Ito, Taisuke,Moriya, Koujiro,Horigome, Hiroki,Takao, Ken-ichi
supporting information, (2021/05/26)
We report the first asymmetric Diels–Alder reaction between furan and propiolates. Propiolate, a dienophile, was equipped with an Evans’ auxiliary and a sulfonyl group to control and facilitate diastereoselective cycloaddition. Treatment with furan as a diene and aluminium Lewis acid afforded a 7-oxabicyclo[2.2.1]heptadiene skeleton diastereoselectively. The origin of diastereoselectivity can be explained by chelation of aluminium center to carbonyl groups and oxygen of furan. Friedel–Crafts-type products were obtained when pyrrole was used as diene.
A convenient preparation of N-(2-alkynoyl) derivatives of chiral oxazolidin-2-ones and bornane-10,2-sultam
Fonquerna, Silvia,Moyano, Albert,Pericas, Miquel A.,Riera, Antoni
, p. 1685 - 1691 (2007/10/03)
Chiral 2-alkynoate derivatives of 4-substituted oxazolidin-2-ones and of Oppolzer's 10,2-camphorsultam have been synthesized in good to excellent yields using a one-pot method involving the nucleophilic attack of the lithium salt or the lithium chloride c
