Crystallization-Induced Diastereomer Transformation of α-Bromo α'-Sulfinyl Ketones. Diastereodivergent Synthesis of (+)-α-Conhydrine and (-)-β-Conhydrine.
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DOI: 10.1021/acs.orglett.1c03237
Abstract: Crystallization-Induced Diastereomer Transformation (CIDT) of α-bromo-α'-(R)-sulfinylketones is reported. This process provides not readily accessible enantiopure stereolabile α-bromoketones, which after diastereoselective carbonyl group reduction lead to the corresponding highly value-added anti and syn-bromohydrins with excellent diastereoselectivities.… read more here.
Keywords: diastereodivergent synthesis; induced diastereomer; diastereomer transformation; conhydrine ... See more keywords
Diastereodivergent synthesis of bispirooxindoles via asymmetric Friedel-Crafts/aldol cascade reaction: co-catalyst effects on diastereoselective outcomes.
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DOI: 10.1039/c7cc09489b
Abstract: A combination of metal- and organo-catalysts sequentially catalyzing the Friedel-Crafts/aldol tandem reaction between 3-pyrrolyl-oxindoles and isatin-derived β,γ-unsaturated α-ketoesters has been reported, which leads to two types of diastereomeric enantio-enriched bispirooxindoles with three quaternary stereocentres and… read more here.
Keywords: synthesis bispirooxindoles; diastereodivergent synthesis; crafts aldol; bispirooxindoles via ... See more keywords
Diastereodivergent synthesis of chromeno[2,3-b]chromenes by tuning all of the reactivity centers of isocyanoacetate.
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DOI: 10.1039/d2cc01632j
Abstract: A novel diastereodivergent tricyclization of isocyanoacetates with o-quinone methides was accomplished for the efficient synthesis of chromeno[2,3-b]chromene derivatives. All three reactive centers of isocyanoacetate reacted sequentially with two o-QMs, affording the products with four adjacent… read more here.
Keywords: synthesis chromeno; centers isocyanoacetate; diastereodivergent synthesis; chromeno chromenes ... See more keywords
Enantio- and diastereodivergent synthesis of fused indolizines enabled by synergistic Cu/Ir catalysis
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DOI: 10.1039/d3sc00118k
Abstract: Highly diastereo-/enantioselective assembly of 2,3-fused indolizine derivatives could be easily available through a cascade allylation/Friedel–Crafts type reaction enabled by a synergistic Cu/Ir catalysis. This designed protocol provides an unprecedented and facile route to enantioenriched indolizines… read more here.
Keywords: diastereodivergent synthesis; synthesis fused; enantio diastereodivergent; synergistic catalysis ... See more keywords