Title : Studies towards at the synthesis of (+)-Adenophorine
Abstract:
Iminosugars are frequently synthesized from carbohydrates as chiral pool starting materials with use of an amination–intermolecular cyclization sequence or an intramolecular reductive amination cyclization anas the key step. The asymmetric total synthesis of (+)-adenophorine a rare example of a naturally occurring iminosugar bearing a lipophilic substituent at the anomeric position. The absolute configuration of this (+)-iminosugar, isolated from Adenophora spp. by Ikeda and co-workers in 2000, was determined three years later by optical rotation measurements performed on the (–) enantiomer synthesized by Davis et ali . In our strategy, the configuration of each stereogenic center has to be controlled during the building steps. We wish to construct applying key reactions as reductive amination and organocatalytic reaction.
Audience Takeway:
- The public will be able to learn the experimental part, which is one of the main challenges of this work
- With this investigation in a similar way we will be able to prepare new chemical compounds
- The methodology used allows its extension to the teaching component
- Organocatalysis has numerous advantages.