6533b7ddfe1ef96bd12754a4
RESEARCH PRODUCT
N-Heterocyclic Carbene Catalyzed [3+2] Cycloaddition of Enals with Masked Cinnamates for the Asymmetric One-Pot Synthesis of Adipic Acid Derivatives.
Xiang-yu ChenQiang LiuCarolina Von EssenSun LiKari RissanenEhsan JafariDieter EndersHe Shengsubject
AdipatesOne-pot synthesishapotCyclopentanes010402 general chemistryCyclopentanone01 natural sciencesCatalysisCatalysischemistry.chemical_compoundOrganic chemistryCinnamatesorganocatalysista116cycloadditionadipic acidAdipic acidCycloaddition ReactionMolecular Structure010405 organic chemistryOrganic ChemistrygababutinsStereoisomerismGeneral ChemistryCycloaddition0104 chemical scienceschemistryCinnamatesOrganocatalysisorgaaninen kemiaCarbeneN-heterocyclic carbeneMethanedescription
A novel short entry to 3,4-disubstituted adipic acids has been developed by employing an asymmetric NHC-catalyzed [3+2] cycloaddition of enals with masked cinnammates in moderate to good yields and high stereoselectivities. The synthetic utility of the protocol was demonstrated by the basic conversion of the masked cyclopentanone intermediates to 3S,4S-disubstituted adipic acid precursors of pharmaceutically important gababutins.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-08-01 | Chemistry (Weinheim an der Bergstrasse, Germany) |