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Asymmetric Synthesis of 3,3-Disubstituted Isoindolinones Enabled by Organocatalytic Functionalization of Tertiary Alcohols.
- Source :
-
Synthesis . Dec2022, Vol. 54 Issue 24, p5500-5508. 9p. - Publication Year :
- 2022
-
Abstract
- An enantioselective intramolecular heterocyclization with in situ generated 3-hydroxyisoindolinone-derived N -acyliminium ions has been successfully accomplished. In the presence of a catalytic amount of a chiral phosphoric acid, functionalized 3,3-disubstituted isoindolinones bearing N -acyl- N , O -acetal moieties were obtained with good yields and a high level of stereocontrol (up to 98:2 er). This efficient method proceeds under mild conditions and exhibits broad scope with respect to both 3-hydroxyisoindolinones and hydroxyl partners. [ABSTRACT FROM AUTHOR]
- Subjects :
- *PHOSPHORIC acid
*ALCOHOL
*MOIETIES (Chemistry)
*IMINES
Subjects
Details
- Language :
- English
- ISSN :
- 00397881
- Volume :
- 54
- Issue :
- 24
- Database :
- Academic Search Index
- Journal :
- Synthesis
- Publication Type :
- Academic Journal
- Accession number :
- 160486954
- Full Text :
- https://doi.org/10.1055/s-0040-1720040