@article{SchmidtStaude2006, author = {Schmidt, Bernd and Staude, Lucia}, title = {Unexpected transfer hydrogenation of C-C-double bonds during Tandem-RCM-isomerization reactions}, series = {Journal of organometallic chemistry}, volume = {691}, journal = {Journal of organometallic chemistry}, number = {24-25}, publisher = {Elsevier}, address = {Lausanne}, issn = {0022-328X}, doi = {10.1016/j.jorganchem.2006.07.011}, pages = {5218 -- 5221}, year = {2006}, abstract = {Unexpected hydrogen transfer from 2-propanol to C-C-double bonds has been observed in the course of a Tandem RCM-isomerization reaction leading to sterically congested spirocycles.}, language = {en} } @article{SchmidtStaude2009, author = {Schmidt, Bernd and Staude, Lucia}, title = {Ring-size-selective enyne metathesis as a tool for desymmetrization of an enantiopure C-2-symmetric building block}, issn = {0022-3263}, doi = {10.1021/Jo9018649}, year = {2009}, abstract = {The enantiomerically pure C-2-syrnmetrical hexa-1,5-diene-3,4-diol is selectively monopropargylated. The products undergo ring-closing enyne metathesis to give exclusively dihydropyrans as single stereoisomers. An unprotected hydroxy group is identified as the factor controlling the ring-size selectivity.}, language = {en} } @article{SchmidtStaude2011, author = {Schmidt, Bernd and Staude, Lucia}, title = {Desymmetrization of (R,R)-Hexa-1,5-diene-3,4-diol via Monofunctionallization and Rhodium-Catalyzed Allylic Substitution}, series = {The journal of organic chemistry}, volume = {76}, journal = {The journal of organic chemistry}, number = {7}, publisher = {American Chemical Society}, address = {Washington}, issn = {0022-3263}, doi = {10.1021/jo2001337}, pages = {2220 -- 2226}, year = {2011}, abstract = {A sequence of selective monoprotection and Rh-catalyzed enantioconservative allylic subEtitution is established as a desymmetrization strategy for C-2-symmetric hexa-1,5-diene-3,4-diol. A benzyl protecting group and ethyl carbonate as a leaving group emerged as the most useful combination with respect to reproducibility, stereoselectivity, and yield: A remarkable deviation from the normally observed regiospecificity of Rh-catalyzed allylic alkylations was observed for unprotected carbonates. In this case, a linear, rather than a branched alkylation product was obtained exclusively.}, language = {en} } @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} }