71001-54-2

Upstream product

• 144900-15-2 6-Chloro-2-methoxy-4-methyl-3,7-dioxa-bicyclo[4.1.0]heptan-5-one 
• 75253-89-3 6-Bromo-2-methoxy-4-methyl-3,7-dioxa-bicyclo[4.1.0]heptan-5-one 
• 66212-70-2 4-chloro-6-methoxy-2-methyl-2H-pyran-3(6H)-one 
• 66212-71-3 4-bromo-6-methoxy-2-methyl-2H-pyran-3(6H)-one 
• 118-71-8 Maltol 

Relevant academic research and scientific papers

Catalytic regio- And stereoselective intermolecular [5+2] cycloaddition: Via conjugative activation of oxidopyrylium

A catalytic stereodivergent intermolecular [5+2] cycloaddition of maltol-type oxidopyrylium through conjugative activation was reported, which featured high stereoselectivity, good compatibility and mild conditions, providing a convenient access route to various seven-membered heterocycles in moderate to excellent yields. In addition, a discrete mechanism was proposed to illustrate the stereoselectivity. This journal is

Deconstructive Reorganization: De Novo Synthesis of Hydroxylated Benzofuran

An unprecedented deconstructive reorganization strategy for the de novo synthesis of hydroxylated benzofurans from kojic acid- or maltol-derived alkynes is reported. In this reaction, both the benzene and furan rings were simultaneously constructed, whereas the pyrone moiety of the kojic acid or maltol was deconstructed and then reorganized into the benzene ring as a six-carbon component. Through this strategy, at least one free hydroxyl group was introduced into the benzene ring in a substitution-pattern tunable fashion without protection–deprotection and redox adjustment. With this method, a large number of hydroxylated benzofuran derivatives with different substitution-patterns have been prepared efficiently. This methodology has also been shown as the key step in a collective total synthesis of hydroxylated benzofuran-containing natural products (11 examples).

A CONVENIENT SYNTHESIS OF 3-HYDROXY-4H-PYRAN-4-ONE DERIVATIVES HAVING A HALO OR HYDROXY GROUP AT THE 5-POSITION

The reaction of 4,5-epoxy-4-halo-6-methoxy-2-methyltetrahydropyran-3-ones (4b, 5b) in acidic media was examined and the following results were found: The reaction of 4b or 5b with 1percent sulfuric acid afforded a mixture of 3,5-dihydroxy-4H-pyran-4-one (