496920-85-5

Upstream product

• 143360-25-2 (S)-1-((4S,5S)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-yn-1-ol 
• 496920-62-8 2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione 
• 941-69-5 N-phenyl-maleimide 
• 496920-50-4 4-benzyloxymethyl-2,2-dimethyl-5-(4-vinyl-2,3-dihydrofuran-2-yl)[1,3]dioxolane 

Relevant academic research and scientific papers

A facile synthesis of enantiopure tricyclic furanyl and pyranyl derivatives via tungsten-mediated cycloalkenation and Diels-Alder reaction

We report the synthesis of chiral furanyl and pyranyl dienes 1 and 2 based on cycloalkenation of chiral tungsten alkynol complexes. These two dienes bear a chiral 1,3-dioxolane group to control diastereoselective Diels-Alder reactions with electron-deficient olefins. The chiral 1,3-dioxolane substituents of the cycloadducts were degraded into hydrogen atoms to make these molecules possess common furan and pyran rings. Dienes 1 and 2 are good building blocks for enantiopure forms of tricyclic oxygen compounds.

Facile synthesis of enantiopure tricyclic furanyl derivatives via tungsten-mediated cycloalkenation reactions and Diels-Alder reactions

Chiral furanyl diene 1 is easily prepared from cycloalkenation of chiral tungsten alkynol with acetaldehyde, followed by demetalation with Me3NO. This diene bears a chiral 1,3-dioxolane group to control diastereoselective Diels-Alder reactions