28051-68-5Relevant articles and documents
A short and flexible route to tetrahydropyran-4-ones via conjugated nitrile oxides cycloaddition and oxa-Michael cyclization: A concise diastereoselective total synthesis of (±)-diospongin A
Yao, Hongliang,Ren, Jingyun,Tong, Rongbiao
supporting information, p. 193 - 195 (2013/02/23)
A short and flexible [3+2+1] synthetic strategy was developed for the synthesis of substituted tetrahydropyran-4-ones, featuring [3+2]-cycloaddition of α,β-unsaturated nitrile oxides and alkenes and oxa-Michael cyclization in a 6-endo-trig fashion. The efficiency of this synthetic strategy was further demonstrated by the concise total synthesis of (±)-diospongin A in 8 steps with 20.2% yield. This journal is The Royal Society of Chemistry.
Synthesis of alkyl- and aryl-substituted pyridines from (α,β-unsaturated) imines or oximes and carbonyl compounds
Vijn,Arts,Green,Castelijns
, p. 573 - 578 (2007/10/02)
Reaction of a variety of (α,β-unsaturated) imines or oximes with aliphatic aldehydes or cyclic ketones in the presence of a secondary amine afforded alkyl-, and/or aryl-, and/or cycloalkyl-substituted pyridines. To explain their formation, a hetero Diels-Alder reaction has been postulated, in which an 1-aza-1,3-butadiene reacts with an in situ generated enamine.