How do the aglycones drive the pseudorotational equilibrium of the pentofuranose moiety in C-nucleosides? Journal Article
| Authors: | Thibaudeau, C.; Plavec, J.; Watanabe, K. A.; Chattopadhyaya, J. |
| Article Title: | How do the aglycones drive the pseudorotational equilibrium of the pentofuranose moiety in C-nucleosides? |
| Abstract: | The nature of the π-charge delocalisation in the '5,6-en-4-one' system in the aglycone of C-nucleosides 1-4 promotes the interactions with O4′ and/or O2′ lone-pairs or H-bonding between C4-carbonyl and 2′-OH placing the aglycone preferentially either in pseudoequatorial or pseudoaxial orientation, which energetically dictates the drive of the North ⇄ South sugar pseudorotational equilibrium. |
| Journal Title: | Journal of the Chemical Society, Chemical Communications |
| Volume: | 1994 |
| Issue: | 4 |
| ISSN: | 0022-4936 |
| Publisher: | Royal Society of Chemistry |
| Date Published: | 1994-02-21 |
| Start Page: | 537 |
| End Page: | 540 |
| Language: | English |
| DOI: | 10.1039/c39940000537 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Export Date: 14 January 2019 -- Article -- Source: Scopus |
