@article{SchmidtStaudeKellingetal.2011, author = {Schmidt, Bernd and Staude, Lucia and Kelling, Alexandra and Schilde, Uwe}, title = {A Cross-Metathesis-Conjugate addition route to enantiopure gamma-Butyrolactams and gamma-Lactones from a C-2-Symmetric Precursor}, series = {European journal of organic chemistry}, journal = {European journal of organic chemistry}, number = {9}, publisher = {Wiley-Blackwell}, address = {Malden}, issn = {1434-193X}, doi = {10.1002/ejoc.201001528}, pages = {1721 -- 1727}, year = {2011}, abstract = {A protected derivative of (3R, 4R)-hexa-1,5-diene-3,4-diol, a conveniently accessible C-2-symmetric building block, undergoes single or double cross metathesis with methyl acryl-ate. The cross metathesis products are amenable to stereoselective conjugate addition reactions and can be converted into either gamma-butyrolactones or gamma-lactams.}, language = {en} } @article{SchmidtKrehl2011, author = {Schmidt, Bernd and Krehl, Stefan}, title = {A single precatalyst tandem RCM-allylic oxidation sequence}, series = {Chemical communications}, volume = {47}, journal = {Chemical communications}, number = {20}, publisher = {Royal Society of Chemistry}, address = {Cambridge}, issn = {1359-7345}, doi = {10.1039/c1cc11347j}, pages = {5879 -- 5881}, year = {2011}, abstract = {Ring closing metathesis of allyloxy styrenes and a subsequent Ru-catalyzed allylic oxidation can be combined to a tandem sequence that makes coumarins accessible using less active but more conveniently available first generation catalysts.}, language = {en} } @article{SchmidtHoelter2011, author = {Schmidt, Bernd and H{\"o}lter, Frank}, title = {Suzuki-Miyaura cross coupling reactions with Phenoldiazonium salts}, series = {Organic \& biomolecular chemistry : an international journal of synthetic, physical and biomolecular organic chemistry}, volume = {9}, journal = {Organic \& biomolecular chemistry : an international journal of synthetic, physical and biomolecular organic chemistry}, number = {13}, publisher = {Royal Society of Chemistry}, address = {Cambridge}, issn = {1477-0520}, doi = {10.1039/c1ob05256j}, pages = {4914 -- 4920}, year = {2011}, abstract = {The Suzuki-Miyaura coupling of phenol diazonium salts and aryl trifluoroborates yields 4-hydroxybiaryls in a protecting group-free synthesis.}, language = {en} } @article{SchmidtGeissler2011, author = {Schmidt, Bernd and Geissler, Diana}, title = {Olefin-Metathesis-Based Synthesis of Furans by an RCM/Deprotonation/Phosphorylation Sequence and Their Diels-Alder Reactions}, series = {European journal of organic chemistry}, journal = {European journal of organic chemistry}, number = {35}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {1434-193X}, doi = {10.1002/ejoc.201101078}, pages = {7140 -- 7147}, year = {2011}, abstract = {Butenolides, obtained by ring-closing metathesis (RCM) of acrylates, undergo quantitative deprotonation with amide bases. Trapping of the resulting anions with electrophiles, for example, chlorophosphates, give furans. Subsequent DielsAlder reaction and acid-catalysed rearrangement of the resulting oxabicyclonorbornadienes give substituted benzenes.}, language = {en} } @article{SchmidtGeissler2011, author = {Schmidt, Bernd and Geissler, Diana}, title = {Ru- and Pd-Catalysed Synthesis of 2-Arylfurans by One-Flask Heck Arylation/Oxidation}, series = {European journal of organic chemistry}, journal = {European journal of organic chemistry}, number = {25}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {1434-193X}, doi = {10.1002/ejoc.201100549}, pages = {4814 -- 4822}, year = {2011}, abstract = {2,5-Disubstituted furans were synthesized by one-flask Heck arylation/oxidation sequences. The starting materials are 2-substituted 2,3-dihydrofurans, conveniently available by RCM/isomerization sequences, and arenediazonium salts. These react in ligand-free Heck reactions to afford 2,5-disub-stituted 2,5-dihydrofurans, which are oxidized to the corresponding furans without isolation or intermediate workup. The oxidation is conveniently achieved with chloranil or DDQ, depending on the substrate.}, language = {en} } @article{SchmidtBergerKellingetal.2011, author = {Schmidt, Bernd and Berger, Ren{\´e} and Kelling, Alexandra and Schilde, Uwe}, title = {Pd-Catalyzed [2+2+1] coupling of alkynes and arenes phenol diazonium salts as mechanistic trapdoors}, series = {Chemistry - a European journal}, volume = {17}, journal = {Chemistry - a European journal}, number = {25}, publisher = {Wiley-Blackwell}, address = {Malden}, issn = {0947-6539}, doi = {10.1002/chem.201100609}, pages = {7032 -- 7040}, year = {2011}, abstract = {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.}, language = {en} } @article{ReznichenkoEmgeAudoerschetal.2011, author = {Reznichenko, Alexander L. and Emge, Thomas J. and Audoersch, Stephan and Klauber, Eric G. and Hultzsch, Kai C. and Schmidt, Bernd}, title = {Group 5 metal binaphtholate complexes for catalytic asymmetric hydroaminoalkylation and hydroamination/cyclization}, series = {Organometallics}, volume = {30}, journal = {Organometallics}, number = {5}, publisher = {American Chemical Society}, address = {Washington}, issn = {0276-7333}, doi = {10.1021/om1011006}, pages = {921 -- 924}, year = {2011}, abstract = {3,3'-Silylated binaphtholate tantalum and niobium complexes were shown to be efficient catalysts for the asymmetric hydroaminoalkylation of N-methylaniline derivatives and N-benzylmethylamine with simple alkenes in enantioselectivities of up to 80\% ee. No hydroaminoalkylation was observed with aminoalkenes; rather, exclusive asymmetric hydroamination/cyclization took place in up to 81\% ee.}, language = {en} }