Angewandte Chemie International Edition · 2009 · 196 citations · 62 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic Synthesis1, 3-Dipolar CycloadditionChemoselective SynthesisFuran ChemistryFuran SynthesisFused Heterocycle SynthesisMedicinal HeterocyclesMild Reaction ConditionsTransition-metal-catalyzed Heterocycle Synthesis
Rapid access: A gold(I)-catalyzed 1,3-dipolar cycloaddition of 2-(1-alkynyl)-2-alken-1-ones with nitrones provides a practical, regiospecific, and stereoselective access to highly substituted fused bicyclic furo[3,4-d][1,2]oxazines under mild conditions (see scheme). These fused heterobicyclic compounds can be readily converted into furans or 3,6-dihydro-2H-1,2-oxazines in a chemoselective fashion.
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Regioselective syntheses of substituted furans
Xue Hou, Hui Yin Cheung, Tung Yue Hon et al. · Tetrahedron · 1998 · 440 citations