Enantioselective Synthesis of Acyclic Orthogonally Functionalized Compounds Bearing a Quaternary Stereocenter Using Chiral Ammonium Salt Catalysis
- Resource Type
- article
- Authors
- Katharina Röser; Bettina Berger; Prof. Michael Widhalm; Prof. Mario Waser
- Source
- ChemistryOpen, Vol 10, Iss 8, Pp 756-759 (2021)
- Subject
- ammonium salt catalysis
asymmetric alkylation reactions
cyanoacetates
phase-transfer catalysis
quaternary stereogenic centers
Chemistry
QD1-999
- Language
- English
- ISSN
- 2191-1363
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.