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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Mild and high-yielding syntheses of diethyl phosphoramidate-stoppered [2]rotaxanes
Wei-Chung Hung1, Kang-Shyang Liao, Yi-Hung Liu
1Department of Chemistry, National Taiwan University, No. 1, Sec. 4, Roosevelt Road, Taipei, Taiwan 10617, R.O.C.
Abstract:
The mild and efficient reaction between triethyl phosphite and benzylic azides allows us not only to construct rotaxanes in high yield from dibenzo[24]crown-8 (DB24C8) and dibenzylammonium (DBA(+))-derived threads but also to incorporate di(p-toluidine)[24]crown-8, which binds DBA(+) ions much more weakly than does DB24C8, into a corresponding [2]rotaxane.
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