78805-60-4Relevant articles and documents
Synthesis of Diphenyl Ether Models of Thyroid Hormones. Diphenyl Ethers Linked to the 3-Oxo-2-azabicycloheptane Ring System as Substrates for Conformational Analysis
Mazzocchi, Paul H.,Ammon, Herman L.,Liu, Leslie,Colicelli, Elena,Ravi, Prasad,Burrows, Elizabeth
, p. 4530 - 4536 (2007/10/02)
A series of diphenyl ethers linked to 2-azabicyclooctan-3-ones and 2-azabicycloheptan-3-ones were synthesized as substrates for conformational analysis using the lanthanide shift reagent NMR technique.The materials were prepared by displacement of the exo-6-tosyloxy bicyclic lactam with the corresponding phenoxide which results in formation of the phenyl ether with retention of stereochemistry.This double-inversion process presumably involves anchimeric assistance by the lactam nitrogen.The synthesis and properties of a number of these systems are described.Complete 13C assignments for the series are presented.