Unknown

Dataset Information

0

Enantioselective Synthesis of Acyclic Orthogonally Functionalized Compounds Bearing a Quaternary Stereocenter Using Chiral Ammonium Salt Catalysis.


ABSTRACT: We herein report an asymmetric protocol to access a series of orthogonally functionalized acyclic chiral target molecules containing a quaternary stereogenic center by carrying out the enantioselective α-alkylation of novel orthogonally functionalized dioxolane-containing cyanoacetates under chiral ammonium salt catalysis. By using just 1 mol % of Maruoka's spirocyclic ammonium salt catalysts enantioselectivities up to e.r.=97.5 : 2.5 could be achieved and further functional group manipulations of the products were carried out as well.

SUBMITTER: Roser K 

PROVIDER: S-EPMC8340069 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature

altmetric image

Publications

Enantioselective Synthesis of Acyclic Orthogonally Functionalized Compounds Bearing a Quaternary Stereocenter Using Chiral Ammonium Salt Catalysis.

Röser Katharina K   Berger Bettina B   Widhalm Michael M   Waser Mario M  

ChemistryOpen 20210801 8


We herein report an asymmetric protocol to access a series of orthogonally functionalized acyclic chiral target molecules containing a quaternary stereogenic center by carrying out the enantioselective α-alkylation of novel orthogonally functionalized dioxolane-containing cyanoacetates under chiral ammonium salt catalysis. By using just 1 mol % of Maruoka's spirocyclic ammonium salt catalysts enantioselectivities up to e.r.=97.5 : 2.5 could be achieved and further functional group manipulations  ...[more]

Similar Datasets

| S-EPMC10536026 | biostudies-literature
| S-EPMC9086683 | biostudies-literature
| S-EPMC11339960 | biostudies-literature
| S-EPMC9490835 | biostudies-literature
| S-EPMC8112382 | biostudies-literature
| S-EPMC2486490 | biostudies-literature
| S-EPMC8618000 | biostudies-literature
| S-EPMC10633870 | biostudies-literature
| S-EPMC6103296 | biostudies-literature
| S-EPMC4856524 | biostudies-literature