136590-85-7Relevant academic research and scientific papers
Synthesis of 2-(α-substituted N-tosylaminomethyl)-2,5-dihydrofurans by reaction of N-sulfonylimines with arsonium or sulfonium 4-hydroxyl-cis-2- butenylides
Deng, Wei-Ping,Li, An-Hu,Dai, Li-Xin,Hou, Xue-Long
, p. 2967 - 2974 (2000)
On treatment of N-tosylimines 1 and 4-hydroxyl-cis-butenyl arsonium salt 5 or sulfonium salt 11a with KOH in acetonitrile at room temperature, 2-(α- substituted N-tosylaminomethyl)-2,5-dihydrofurans 4 were obtained in moderate yields through a new ylide cyclization process. Ylide 2 acts formally as an equivalent of the 2,5-dihydrofuran anion. However, the reaction of 4- hydroxyl-trans-butenyl sulfonium salt 11b with N-tosylimine lb under the same conditions gave only the normal aziridination product 12. A plausible mechanism was proposed for this new 5-membered cyclization reaction, and a high yield process for the synthesis of target molecules 4 is also recommended. (C) 2000 Elsevier Science Ltd.
Highly stereoselective one-step synthesis of 5-aryl- and 5-(2-styrenyl)-4,5-trans-epoxy-2(E)-pentenols employing an arsonium salt
Wang,Shi,Li,Huang
, p. 3999 - 4000 (2007/10/02)
5-Aryl- and 5-(2-styrenyl)-4,5-trans-epoxy-2E-penten-1-ols were conveniently synthesized by a one-step reaction of aldehydes with arsonium salt 2b under mild conditions (rt, KF.Al2O3, phase transfer).
