Tetrahedron

Oxidation of acyclic alkenes and allyl and benzyl ethers with DIB/t-BuOOH/Mg (OAc) 2

T Sastraruji, SG Pyne, AT Ung

文献索引：Sastraruji, Thanapat; Pyne, Stephen G.; Ung, Alison T. Tetrahedron, 2012 , vol. 68, # 2 p. 598 - 602

全文：HTML全文

被引用次数: 2

摘要

Oxidation of (11Z)-1′, 2′-didehydrostemofoline with DIB/TBHP/Mg (OAc) 2· 4H2O resulted in oxidative cleavage of the C-11–C-12 double bond instead of the desired allylic oxidation of the 1-butenyl side chain. Stemofoline gave a similar result. The oxidation of more simple terminal alkenes was regioselective and gave vinyl ketones while allyl and benzyl ethers gave acrylate and benzoate esters, respectively. Allyl and benzyl ethers could be ...