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- W2015657520 abstract "An efficient approach to highly rigid macrocyclic bisazetidinones with interesting structural feature was achieved via sequential Staudinger ketene−imine cycloaddition of o-allyloxyphenoxyketene and bis-arylidenediamines followed by RCM. The ketene−imine cycloaddition afforded the corresponding bis-o-allyloxyphenoxyazetidinones as the cis-cis diastereomers, exclusively obtained as a mixture of cis-syn-cis and cis-anti-cis. RCM of the latter using Grubbs’ catalysts afforded good yields of the corresponding novel macrocyclic bisazetidinones. The cis-anti-cis bisazetidinones are readily identified by 1H NMR using Eu(hfc)3 chiral shift reagent. 1H NMR indicated the high shielding effect of the aryl substituents on one of the ortho-H’s of the condensed phenylene ring, and VT 1H NMR indicates the highly restricted rotation of the aryl groups, thus offering a highly rigid system." @default.
- W2015657520 created "2016-06-24" @default.
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- W2015657520 date "2010-06-10" @default.
- W2015657520 modified "2023-09-27" @default.
- W2015657520 title "Sequential Staudinger Ketene−Imine Cycloaddition, RCM Approach to Highly Rigid Macrocrocyclic Bisazetidinones" @default.
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- W2015657520 doi "https://doi.org/10.1021/jo100679d" @default.
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