- Reductive Fragmentation of Tetrazoles: Mechanistic Insights and Applications toward the Stereocontrolled Synthesis of 2,6-Polysubstituted Morpholines
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A new methodology to synthesize 2,6-di-, and 2,2′,6-trisubstituted morpholines via the reduction of oxabicyclic tetrazoles under mild conditions is described. The reaction proved successful for a wide range of tetrazoles, including sterically encumbered ones harboring gem-substituents on tertiary carbon centers. The mechanism for the decades-old reduction of tetrazoles to secondary amines is elucidated.
- Duchamp, Edouard,Simard, Benoit Deschênes,Hanessian, Stephen
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supporting information
p. 6593 - 6596
(2019/09/30)
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- The aqueous N-phosphorylation and N-thiophosphorylation of aminonucleosides
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We demonstrate N-phosphorylation and N-thiophosphorylation of unprotected aminonucleosides in aqueous media. N-Phosphorylations using phosphoric chloride and N-thiophosphorylations using thiophosphoryl chloride were explored as functions of pH using 5′-amino-5′-deoxyguanosine as substrate. These reagents were compared to phosphodichloridate and thiophosphodichloridate ions, and the methodology was applied to other aminonucleosides. S-Alkylations of the nucleoside N-thiophosphoramidates were investigated as functions of pH and alkylating agent. the Partner Organisations 2014.
- Conway, Louis P.,Delley, Richard J.,Neville, Jonathan,Freeman, Gemma R.,Maple, Hannah J.,Chan, Vincent,Hall, Alexander J.,Hodgson, David R. W.
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p. 38663 - 38671
(2014/11/07)
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- A new metastable superconductor Li2Na1NyC60 prepared from azides
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A new metastable superconductor with nominal composition of Li2Na1NyC60 (y unknown) is prepared by thermal decomposition of lithium azide (LiN3) and sodium azide (NaN3). It is suggested that the superconducting phase in this compound is created by intercalation of the neutral spacer such as NaN3. The superconductivity is examined by a low-field signal of microwave absorption (LFS) and by SQUID. The critical temperature is estimated to be 12 K from SQUID and 14 K from LFS measurement, and the shielding fraction is over 9% at 5 K. Superconducting parameters, such as critical temperature, upper and lower critical fields, coherence length and penetration depth are evaluated and found to be distinct from those in other fulleride superconductors.
- Yamasaki,Araki,Zakhidov,Mizobuchi,Yakushi,Yoshino
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p. 265 - 270
(2008/10/09)
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- Thermal behavior of alkali metal azides in NaY-FAU zeolite
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The thermal behavior of pure alkali metal azides and their mechanical mixtures with NaY-FAU zeolite was investigated by means of thermogravimetry and IR spectroscopy. LiN3, KN3, RbN3 and CsN3 were prepared from
- Beres,Hannus,Kiricsi
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p. 1301 - 1311
(2008/10/08)
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