dc.contributor.author |
Singh, A.K. |
|
dc.contributor.author |
Kanaujiya, V.K. |
|
dc.contributor.author |
Tiwari, V. |
|
dc.contributor.author |
Sabiah, S. |
|
dc.contributor.author |
Kandasamy, J. |
|
dc.date.accessioned |
2020-11-19T06:36:31Z |
|
dc.date.available |
2020-11-19T06:36:31Z |
|
dc.date.issued |
2020-10-02 |
|
dc.identifier.issn |
15237060 |
|
dc.identifier.uri |
http://localhost:8080/xmlui/handle/123456789/942 |
|
dc.description.abstract |
A wide range of enones derived from d-glucal, d-galactal, l-rhamnal, d-rhamnal, and l-arabinal underwent Heck-coupling with various arylboronic acids bearing electron-donating and -withdrawing groups in the presence of palladium acetate and 1,10-phenanthroline. These reactions provided synthetically useful C-1 aryl enones in good yields. Many sensitive functional groups as well as protecting groups present in arylboronic acids and enones, respectively, remained intact under optimized conditions. The stereoselective hydrogenation of C-1 aryl enones with Pd-C/H2 provides the β-isomer of 2-deoxy-aryl-C-glycosides in excellent yield. The C-1 aryl enones were also used as precursors for the synthesis of 2-hydroxy-β-aryl-C-glycosides. Regioselective C-2 halogenations and vinylations of C-1 aryl enones were achieved in excellent yields. © 2020 American Chemical Society. |
en_US |
dc.description.sponsorship |
Council of Scientific and Industrial Research, India
Banaras Hindu University |
en_US |
dc.language.iso |
en_US |
en_US |
dc.publisher |
American Chemical Society |
en_US |
dc.relation.ispartofseries |
Organic Letters;Vol. 22 Issue 19 |
|
dc.title |
Development of Routes for the Stereoselective Preparation of β-Aryl- C-glycosides via C-1 Aryl Enones |
en_US |
dc.type |
Article |
en_US |