Medium‐sized heterocycles: Synthesis of a 2,10‐Bis(alkoxycarbonyl)‐substituted 6‐Oxo‐12 H ‐dibenzo[ d,g ][1,3,2]dioxaphosphocin | Zendy

Pastor Stephen D. | Zendy; Spivack John D. | Zendy

Premium

Medium‐sized heterocycles: Synthesis of a 2,10‐Bis(alkoxycarbonyl)‐substituted 6‐Oxo‐12 H ‐dibenzo[ d,g ][1,3,2]dioxaphosphocin

Author(s) -

Pastor Stephen D.,

Spivack John D.

Publication year - 1991

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570280617

Subject(s) - geminal , chemistry , cyclohexane conformation , methylene , coupling constant , stereochemistry , proton , medicinal chemistry , crystallography , organic chemistry , molecule , hydrogen bond , physics , particle physics , quantum mechanics

The synthesis and characterization of a 2,10‐bis(alkoxycarbonyl)‐substituted 6‐oxo‐12 H ‐dibenzo[ d,g ][1,3,2]‐dioxaphosphocin, 6 , is described. The lack of an observable 5 J HP coupling of phosphorus to the downfield C‐12 methylene proton and the observation of a 2 J HCH geminal coupling constant of 14 Hz suggest that the conformation of 6 in solution is not solely a boat‐chair conformation, but may involve a rapid equilibrium of the boat‐chair with either a boat or twist‐boat conformation.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research