01512nas a2200169   4500008004100000022001400041245015600055210006900211260000800280300001400288490000700302520082800309100002201137700003201159700002201191856012901213       2023                        eng d  a0022-326300aBi(III)-catalyzed synthesis of substituted furans from hydroxy-oxetanyl ketones: application to unified total synthesis of shikonofurans J, D, E, and C0 aBiIIIcatalyzed synthesis of substituted furans from hydroxyoxeta  cMAY  a7328-73460 v883 a<p>
	We report an improved synthetic protocol for hydroxymethyl-derivedpolysubstituted furans employing Bi-(III)-catalyzed dehydrative cycloisomerizationof alpha-hydroxy oxetanyl ketones. This procedure provides rapidaccess (within 5 min) to highly substituted furans with exceptionalfunctional group diversity, excellent yields, generality, scalability,and operationally simple reaction conditions. Further, it demonstratedthe utility of this method in the first enantioselective total synthesisof furyl-hydroquinone-derived biologically potent natural productsshikonofurans J, D, E, and C in seven linear steps, starting fromreadily available building blocks of 2,5-dihydroxy acetophenone and3-oxetanone employing chiral-phosphoric acid (TRIP)-catalyzed asymmetricprenylation as a key step to induce the chirality.</p>
1 aKataria, Priyanka1 aSahoo, Shubhranshu, Shekhar1 aKontham, Ravindar  uhttps://library.ncl.res.in/content/biiii-catalyzed-synthesis-substituted-furans-hydroxy-oxetanyl-ketones-application-unified