@article{ShainyanMoskalikAstakhovaetal.2014, author = {Shainyan, Bagrat A. and Moskalik, Mikhail Yu and Astakhova, Vera V. and Schilde, Uwe}, title = {Novel design of 3,8-diazabicyclo[3.2.1]octane framework in oxidative sulfonamidation of 1,5-hexadiene}, series = {Tetrahedron}, volume = {70}, journal = {Tetrahedron}, number = {30}, publisher = {Elsevier}, address = {Oxford}, issn = {0040-4020}, doi = {10.1016/j.tet.2014.04.095}, pages = {4547 -- 4551}, year = {2014}, abstract = {1,5-Hexadiene reacts with trifluoromethanesulfonamide in the oxidative system (t-BuOCl+Nal) to give trans-2,5-bis(iodomethyl)-1-(trifluoromethylsulfonyl)pyrrolidine 5 and 3,8-bis(trifluoromethylsulfonyl)-3,8-diazabicyclo[3.2.1]octane 6. With arenesulfonamides ArSO2NH2 (Ar=Ph, Tol), the reaction stops at the formation of the trans and cis isomers of 2,5-bis(iodomethyl)-1-(arenesulfonyl)pyrrolidine 7 and 8 (1:1). The cis isomers of 7 and 8 do not undergo cyclization to the corresponding 3,8-disubstituted 3,8-diazabicyclo[3.2.1]octanes. The reaction with triflamide represents the first example of one-pot two-step route to 3,8-diazabicyclo[3.2.1]octane system. (C) 2014 Elsevier Ltd. All rights reserved.}, language = {en} } @article{MoskalikAstakhovaSchildeetal.2014, author = {Moskalik, Mikhail Yu. and Astakhova, Vera V. and Schilde, Uwe and Sterkhova, Irina V. and Shainyan, Bagrat A.}, title = {Assembling of 3,6-diazabicyclo[3.1.0]hexane framework in oxidative triflamidation of substituted buta-1,3-dienes}, series = {Tetrahedron}, volume = {70}, journal = {Tetrahedron}, number = {45}, publisher = {Elsevier}, address = {Oxford}, issn = {0040-4020}, doi = {10.1016/j.tet.2014.09.050}, pages = {8636 -- 8641}, year = {2014}, language = {en} } @article{WessigPickSchilde2011, author = {Wessig, Pablo and Pick, Charlotte and Schilde, Uwe}, title = {First example of an atropselective dehydro-Diels-Alder (ADDA) reaction}, series = {Tetrahedron letters}, volume = {52}, journal = {Tetrahedron letters}, number = {32}, publisher = {Elsevier}, address = {Oxford}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2011.06.024}, pages = {4221 -- 4223}, year = {2011}, abstract = {A new concept of a stereoselective synthesis of axially chiral biaryls, formed in the course of the dehydro-Diels-Alder (DDA) reaction, has been disclosed. It is based on asymmetric induction of the newly formed chirality axis by a chirality center, which is present in the two synthesized DDA reactants. Depending on the different length of the linkers joining the alkyne moieties the DDA reaction may be triggered photochemically or thermally, where only the thermal variant was stereoselective.}, language = {en} }