50626-34-1Relevant articles and documents
A ring-closing metathesis pathway to fluorovinyl-containing nitrogen heterocyles
De Matteis, Valeria,Van Delft, Floris L.,Tiebes, Joerg,Rutjes, Floris P. J. T.
, p. 1166 - 1176 (2007/10/03)
The synthesis of highly functionalized fluorinated piperidines is described. The key step in this synthesis is a ring-closing metathesis reaction involving fluoride-substituted olefins, which leads to the corresponding cyclic vinyl fluorides. Several sequences to arrive at differently substituted piperidines have been evaluated. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Synthesis of 2,5- and 2,6-Norbornane Derivatives with Prostaglandin-like Side Chains
Davies, David I.,Gomez, Peter M.,Hallett, Peter
, p. 843 - 848 (2007/10/02)
Norborn-5-en-2-endo-ylmethyl toluene-4-sulphonate, readily prepared from Diels-Alder adduct of cyclopentadiene and acrylic acid, has been converted, in six and seven stages respectively, into the prostaglandin-like compounds 2-endo-(6-carboxyhex-2-enyl)norbornan-5- and -6-exo-yl 2-hydroxyheptyl ethers.The synthesis of the former compounds involves a novel hydroxyethoxy mercuriation of a norbornene double bond.
Die Hydrolyse von 6exo-substituierten 2exo- und 2endo-Norbornylestern der p-Toluolsulfonsaeure
Fischer, Walter,Grob, Cyril A.,Sprecher, Georg von,Waldner, Adrian
, p. 928 - 937 (2007/10/02)
Hydrolysis of the 6exo-substituted 2exo- and 2endo-norbornyl p-toluenesulfonates 1b-l and 2b-l, respectively, in 70percent dioxane led to different amounts of the following products: Unrearranged 2exo-norbornanols 3 and norbornenes 5, accompained in somes cases by small amounts of the rearranged Rendo-epimers 4 and 6 and by nortricyclenes 7.When the 6exo-substituent was a nucleophile group as in 1e-l and 2e-l, various amounts of tricyclic products were also formed by endo-cyclozation.These results show that the 2exo- and 2endo-esters 1 and 2, respectively, react by way of different intermediates.In cases where the 6exo-substituent was an n-electron donor, as in 1m-r and 2m-r, quantitative fragmentation to (3-cyclopentenyl)acetaldehyde (13) occurred.