New routes to isomerically pure cyclopentanes. Synthesis of (3S, 4S)-3, 4-bis (benzoyloxymethyl) cyclopentan-1-ol using palladium-catalyzed [2+ 3] cycloaddition
M Janson, I Kvarnström, SCT Svensson, B Classon…
Index: Janson; Kvarnstrom; Svensson; Classon; Samuelsson Synthesis, 1993 , # 1 p. 129 - 133
Full Text: HTML
Citation Number: 7
Abstract
In contrast to our results Trost et al. reported only one single cycloadduct, the enantiomer of 9 a, when using the methyl ester and C-4 epimeric analogue of 7 a in the cycloaddition. This cycloadduct, the enantiomer of 9a having an optical rotation of—9.83 “, was reported to be quantitatively converted to the (E)-enantiomer of 9b, with an optical rotation of—29.04". 28 Degradation of the dioxolane ring in 9 (cis/trans mixture vide supra) was performed by ...
Related Articles:
[Quaedflieg, Peter J. L. M.; Kesteleyn, Bart R. R.; Wigerinck, Piet B. T. P.; Goyvaerts, Nicolaas M. F.; Vijn, Robert Jan; Liebregts, Constantinus S. M.; Kooistra, Jaap H. M. H.; Cusan, Claudia Organic Letters, 2005 , vol. 7, # 26 p. 5917 - 5920]
[Enev, Valentin S.; Felzmann, Wolfgang; Gromov, Alexey; Marchart, Stefan; Mulzer, Johann Chemistry - A European Journal, 2012 , vol. 18, # 31 p. 9651 - 9668]
[Enev, Valentin S.; Felzmann, Wolfgang; Gromov, Alexey; Marchart, Stefan; Mulzer, Johann Chemistry - A European Journal, 2012 , vol. 18, # 31 p. 9651 - 9668]
[Enev, Valentin S.; Felzmann, Wolfgang; Gromov, Alexey; Marchart, Stefan; Mulzer, Johann Chemistry - A European Journal, 2012 , vol. 18, # 31 p. 9651 - 9668]