z-logo
Premium
Enantioselective Bifunctional Ammonium Salt‐Catalyzed Syntheses of 3‐CF 3 S‐, 3‐RS‐, and 3‐F‐Substituted Isoindolinones
Author(s) -
Eitzinger Andreas,
Otevrel Jan,
Haider Victoria,
Macchia Antonio,
Massa Antonio,
Faust Kirill,
Spingler Bernhard,
Berkessel Albrecht,
Waser Mario
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202100029
Subject(s) - chemistry , bifunctional , enantioselective synthesis , salt (chemistry) , heteroatom , catalysis , ammonium , derivative (finance) , organocatalysis , organic chemistry , combinatorial chemistry , stereochemistry , medicinal chemistry , ring (chemistry) , financial economics , economics
We herein report the ammonium salt‐catalyzed synthesis of chiral 3,3‐disubstituted isoindolinones bearing a heteroatom functionality in the 3‐position. A broad variety of differently substituted CF 3 S‐ and RS‐derivatives were obtained with often high enantioselectivities when using Maruoka's bifunctional chiral ammonium salt catalyst. In addition, a first proof‐of‐concept for the racemic synthesis of the analogous F‐containing products was obtained as well, giving access to one of the rare examples of a fairly stable α‐F‐α‐amino acid derivative.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom