TY - JOUR A1 - Schmidt, Bernd A1 - Riemer, Martin T1 - Microwave-Promoted Deprenylation: Prenyl Ether as a Thermolabile Phenol Protecting Group JF - Synthesis N2 - para-Substituted aryl prenyl ethers undergo a deprenylation reaction upon microwave irradiation. This offers the opportunity to use a prenyl ether as a thermolabile protecting group in the synthesis of natural products with a chromone structure, which proceeds via a tandem deprenylation/6-endo-cyclization sequence. KW - microwave irradiation KW - phenols KW - chromenes KW - protecting groups KW - Claisen rearrangement Y1 - 2016 U6 - https://doi.org/10.1055/s-0035-1561366 SN - 0039-7881 SN - 1437-210X VL - 48 SP - 1399 EP - 1406 PB - Thieme CY - Stuttgart ER - TY - JOUR A1 - Schmidt, Bernd A1 - Berger, René A1 - Kelling, Alexandra A1 - Schilde, Uwe T1 - Pd-Catalyzed [2+2+1] coupling of alkynes and arenes phenol diazonium salts as mechanistic trapdoors JF - Chemistry - a European journal N2 - Alkynes and phenol diazonium salts undergo a Pd-catalyzed [2+2+1] cyclization reaction to spiro[4,5]decatetraene-7-ones. This structure was confirmed for one example by X-ray single-crystal structure analysis. The reaction is believed to proceed through oxidative addition of the phenol diazonium cation to Pd(0), subsequent insertion of two alkynes, followed by irreversible spirocyclization. KW - alkynes KW - diazo compounds KW - palladium KW - phenols KW - spirocycles Y1 - 2011 U6 - https://doi.org/10.1002/chem.201100609 SN - 0947-6539 VL - 17 IS - 25 SP - 7032 EP - 7040 PB - Wiley-Blackwell CY - Malden ER -