108268-27-5Relevant articles and documents
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Cope et al.
, p. 6287,6291 (1957)
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Gokel,Gerdes
, p. 3379,3380 (1979)
Synthesis and catalytic applications of ansa compounds with cycloalkyl moieties as bridging units: A comparative study
Capape, Alejandro,Raith, Alexander,Herdtweck, Eberhardt,Cokoja, Mirza,Kuehn, Fritz E.
, p. 547 - 556 (2010)
The molybdenum and tungsten compounds (Mo{η5-C 5H4[CH(CH2)n]-η1-CH} (CO)3) and (W{η5-C5H4[CH(CH 2)3]-η1-CH}(CO)3) (2a, 3a n=3; 2b, 3b n=4; 2c, 3c n=5; 2d, 3d n=6) were synthesized by reacting the spiro-bicyclic compounds 1a-d with the complex [M(CO)3(tach)] (M=molybdenum, tungsten; tach=1,3,5-trimethylhexahydro-1,3,5-triazine). NMR spectroscopy, as well as X-ray diffraction studies, confirm the formation of an intramolecular ansa bridge. The complexes display a good stability in the solid state (stable up to 180 °C under air, as determined by thermogravimetric studies) and are highly active catalysts at room temperature (molybdenum compounds) or above (tungsten compounds) in olefin epoxidation. In the case of cyclooctene as substrate, TOFs up to ca. 11800 h-1 are obtained. Moreover, most of the catalysts described here display a high selectivity in the epoxidation of cis- and transstilbene. In addition, the novel complexes were compared with previously synthesized related compounds, at least matching their catalytic performances.
Selective Isomerization via Transient Thermodynamic Control: Dynamic Epimerization of trans to cis Diols
Macmillan, David W. C.,Oswood, Christian J.
supporting information, p. 93 - 98 (2022/01/03)
Traditional approaches to stereoselective synthesis require high levels of enantio- and diastereocontrol in every step that forms a new stereocenter. Here, we report an alternative approach, in which the stereochemistry of organic substrates is selectivel
Absolute configuration of trans-perhydroazulene
Becker, Jonathan,Gerbig, Dennis,Saito, Fumito,Schreiner, Peter R.
supporting information, p. 3895 - 3899 (2020/06/08)
We present the absolute configuration (AC) determination of an alkane, trans-perhydroazulene (1), that displays the naturally very common trans fused [5,7] ring system. We outline the first synthesis yielding enantiopure 1 and the application of optical rotatory dispersion (ORD) and vibrational circular dichroism (VCD) techniques. The spectroscopic results are in excellent agreement with the computed ORD at B3LYP/6-311++G(2d,2p) and the computed VCD spectrum at B3LYP/6-311++G(d,p), providing an assignment of the AC as (R,R)-(+)-1.
