@article{SchultzeFossSchmidt2020, author = {Schultze, Christiane and Foß, Stefan and Schmidt, Bernd}, title = {8-Prenylflavanones through microwave promoted tandem claisen rearrangement/6-endo-trig cyclization and cross metathesis}, series = {European journal of organic chemistry}, volume = {2020}, journal = {European journal of organic chemistry}, number = {47}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {1434-193X}, doi = {10.1002/ejoc.202001378}, pages = {7373 -- 7384}, year = {2020}, abstract = {Prenylated flavanones were obtained from ortho-allyloxy chalcones through a one-pot sequence of Claisen rearrangement and 6-endo-trig cyclization, followed by olefin cross metathesis of the intermediate allyl flavanones with 2-methyl-2-butene. The synthetic utility of this route is illustrated for the synthesis of several naturally occurring prenyl flavanones.}, language = {en} } @article{UmbreenLinker2015, author = {Umbreen, Sumaira and Linker, Torsten}, title = {Simple Synthesis of Conformationally Fixed Glycosamine Analogues by Beckmann Rearrangement at the Carbohydrate Ring}, series = {Chemistry - a European journal}, volume = {21}, journal = {Chemistry - a European journal}, number = {20}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {0947-6539}, doi = {10.1002/chem.201406546}, pages = {7340 -- 7344}, year = {2015}, abstract = {Conformationally fixed carbohydrate analogues are promising small-molecule inhibitors for hydrolases like O-GlcNAcase (OGA); however, their synthesis usually requires many steps. Herein we describe cycloadditions of dichloroketene to various glycals and subsequent Beckmann rearrangements, which offer an easy and stereoselective entry to glycosamine derivatives in good yields. The reactions are applicable for hexoses, pentoses, and disaccharides, and transformations to the corresponding imidates proceed smoothly. First biological tests reveal that such imidates indeed inhibit human OGA.}, language = {en} } @article{SchmidtRiemerSchilde2014, author = {Schmidt, Bernd and Riemer, Martin and Schilde, Uwe}, title = {Chroman-4-ones via microwave-promoted domino claisen rearrangement-oxa-michael addition: Synthesis of tabchromones A and B}, series = {Synlett : accounts and rapid communications in synthetic organic chemistry}, volume = {25}, journal = {Synlett : accounts and rapid communications in synthetic organic chemistry}, number = {20}, publisher = {Thieme}, address = {Stuttgart}, issn = {0936-5214}, doi = {10.1055/s-0034-1379364}, pages = {2943 -- 2946}, year = {2014}, abstract = {Allyl phenyl ethers with a pendant enone substituent undergo, upon microwave irradiation, a domino sequence of Claisen rearrangement and 6-endo-trig-cyclization to furnish functionalized chroman-4-ones. The natural products tabchromones A and B were synthesized via this method.}, language = {en} }