TY - JOUR A1 - Schmidt, Bernd A1 - Riemer, Martin T1 - Synthesis of Allyl- and Prenylcoumarins via Microwave-Promoted Tandem Claisen Rearrangement/Wittig Olefination JF - Synthesis N2 - Allyl, dimethylallyl, crotyl, and prenyl ethers of various aromatic ortho-hydroxy carbonyl compounds undergo a tandem sequence of Claisen rearrangement, carbonyl olefination, and cyclization upon microwave irradiation in the presence of a stabilized ylide. The products are multiply substituted 6- or 8-allylated or prenylated coumarins (2H-chromen-2-ones). KW - aldehydes KW - coumarins KW - ketones KW - microwave irradiation KW - olefination KW - tandem reaction KW - ylides Y1 - 2016 U6 - https://doi.org/10.1055/s-0035-1560501 SN - 0039-7881 SN - 1437-210X VL - 48 SP - 141 EP - 149 PB - Thieme CY - Stuttgart ER - TY - JOUR A1 - Schmidt, Bernd A1 - Hauke, Sylvia A1 - Muehlenberg, Nino T1 - Imino glycals via Ruthenium-catalyzed RCM and isomerization JF - Synthesis N2 - N-Allyl-N-homoallylamines were converted in one step into cyclic enamides via a ruthenium-catalyzed assisted tandem catalytic ring-closing metathesis-isomerization sequence. The sequence relies on the in situ transformation of a metathesis active Ru-carbene into an isomerization active Ru-hydride by addition of hydroxide as a chemical trigger. KW - heterocycles KW - isomerization KW - metathesis KW - ruthenium KW - tandem reaction Y1 - 2014 U6 - https://doi.org/10.1055/s-0033-1338615 SN - 0039-7881 SN - 1437-210X VL - 46 IS - 12 SP - 1648 EP - 1658 PB - Thieme CY - Stuttgart ER - TY - JOUR A1 - Schmidt, Bernd A1 - Riemer, Martin A1 - Schilde, Uwe T1 - Chroman-4-ones via microwave-promoted domino claisen rearrangement-oxa-michael addition: Synthesis of tabchromones A and B JF - Synlett : accounts and rapid communications in synthetic organic chemistry N2 - 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. KW - cyclization KW - Michael addition KW - rearrangement KW - tandem reaction KW - Wacker reaction Y1 - 2014 U6 - https://doi.org/10.1055/s-0034-1379364 SN - 0936-5214 SN - 1437-2096 VL - 25 IS - 20 SP - 2943 EP - 2946 PB - Thieme CY - Stuttgart ER -