On demand Selective Functionalization of Sugar C(sp3)–H bonds Using a Transient Directing Group (TDG) strategy – SelF-SuCHi
The development of innovative, atom-efficient and selective processes for C-C bond formation in the field of C-glycosides synthesis
is of paramount importance, in particular regarding the constant increase of C-glycoside drugs being developed. In this context, C(sp3)-H
bond functionalization of sugars offers a unique opportunity to access to these compounds of synthetic interest from readily
available starting materials. The Self-SuCHi ANR proposal starts from an exciting preliminary results to explore a novel approach
to functionalize sugars and propose the use of a transient directing group (TDG) for activation and functionalization/quaternization of
inert C(sp3)-H bonds. We wish to explore the whole possibilities of functionalization of all five positions of the sugar nucleus (either
the anomeric position or the others C(sp3)-H (2-5) sugars positions). Indeed, DFT computations will be used to understand the
reaction mechanisms and the origins of regio- and stereoselectivity.
Project coordination
Samir Messaoudi (Université Paris Sud/ BioCIS UMR 8076)
The author of this summary is the project coordinator, who is responsible for the content of this summary. The ANR declines any responsibility as for its contents.
Partnership
UPsud + BioCIS Université Paris Sud/ BioCIS UMR 8076
LCM Laboratoire de Chimie Moléculaire
Help of the ANR 364,910 euros
Beginning and duration of the scientific project:
September 2018
- 36 Months