Skip to Main content Skip to Navigation
Journal articles

3,7-Dioxa-1-azabicyclo[3.3.0]octanes Substituted at the C-5 Position− From Local to Global Stereochemistry

Abstract : Multiple approaches are described for the elucidation of the stereochemistry in solution (high‐resolution NMR spectroscopy) and in the solid state (X‐ray diffractometry) that are based on ab initio calculations (level RHF/6‐31G*) of some representative 3,7‐dioxa‐1‐azabicyclo[3.3.0]octanes. The results are presented in terms of conformational analysis, anomeric effects, chelating properties and aggregation phenomena. The significance of these findings with respect to diastereoselective synthesis is discussed.
Complete list of metadatas

https://hal-normandie-univ.archives-ouvertes.fr/hal-02385217
Contributor : Yvan Ramondenc <>
Submitted on : Thursday, November 28, 2019 - 4:44:27 PM
Last modification on : Monday, July 6, 2020 - 2:00:17 PM

Links full text

Identifiers

Citation

Mircea Darabantu, Carmen Maiereanu, Ioan Silaghi-Dumitrescu, Loic Toupet, Eric Condamine, et al.. 3,7-Dioxa-1-azabicyclo[3.3.0]octanes Substituted at the C-5 Position− From Local to Global Stereochemistry. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2004, 2004 (12), pp.2644-2661. ⟨10.1002/ejoc.200300584⟩. ⟨hal-02385217⟩

Share

Metrics

Record views

68