1204403-36-0Relevant academic research and scientific papers
Iron(III) Chloride/Phenylsilane-Mediated Cascade Reaction of Allyl Alcohols with Maleimides: Synthesis of Poly-Substituted γ-Butyrolactones
Zhang, Hua,Zhan, Xiao-Yu,Chen, Xu-Ling,Tang, Lei,He, Shuai,Shi, Zhi-Chuan,Wang, Yu,Wang, Ji-Yu
supporting information, p. 4919 - 4925 (2019/11/03)
A iron-catalyzed free radical cascade reaction of allyl alcohols with N-substituted maleimides for accessing poly-substituted γ-butyrolactones has been developed. In this protocol, various allyl alcohols can open N-substituted maleimide rings to form allyl ester intermediates, and the allyl ester intermediates can be converted into an allyl ester alkyl radicals and undergo intramolecular free radical addition cyclization to form a polysubstituted γ-butyrolactones. In this protocol, spiro γ-butyrolactone compounds can be also synthesized. Meanwhile, the strategy could be applied to further construct a fully substituted tetrahydrofuran. The reaction is not sensitive to oxygen or moisture and has been performed on gram-scale. (Figure presented.).
Rhodium-catalyzed synthesis of γ-pyrones by three consecutive redoxaldol reactions of allylic alcohols with α, β-unsaturated aldehydes
Mizuno, Akio,Kusama, Hiroyuki,Iwasawa, Nobuharu
supporting information; experimental part, p. 8248 - 8250 (2010/10/01)
(Figure Presented) All together now! A unique RhI-catalyzed reaction was developed to produce γ-pyrones, which are 1,3,5-triketone equivalents. This reaction was thought to proceed by three redox reactions of allylic alcohols, two intermolecular aldol reactions of α,β-un- saturated aldehydes, and one intramo lecular aldol reaction to afford 1,3cyclohexanediones, which were then converted into y-pyrones (see scheme TMSOTf= trimethylsilyl trifluoromethanesulfonate).
