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DBU‐Catalyzed Glutamation of Phenols, Thiophenols, Secondary Amines and Imides.
- Source :
-
European Journal of Organic Chemistry . Jun2024, Vol. 27 Issue 22, p1-7. 7p. - Publication Year :
- 2024
-
Abstract
- 1,8‐Diazabicyclo[5.4.0]undec‐7‐ene (DBU) catalyzed Michael addition reactions between α,β‐unsaturated esters and benzophenone‐imines of glycine esters have been realized in THF at room temperature by using LiBr as an additive, effectively enabling the glutamation of phenols, thiophenols, secondary amines and imides. 3‐Substituted glutamic acid esters were obtained in excellent yields and diastereoselectivities (up to quantitative yield and >20 : 1 dr). These glutamic acid esters were readily converted into their corresponding pyroglutamic acid esters in high yields through acidic hydrolysis followed by lactamization. [ABSTRACT FROM AUTHOR]
- Subjects :
- *SECONDARY amines
*MICHAEL reaction
*IMIDES
*GLUTAMIC acid
*PHENOL
*PHENOLS
Subjects
Details
- Language :
- English
- ISSN :
- 1434193X
- Volume :
- 27
- Issue :
- 22
- Database :
- Academic Search Index
- Journal :
- European Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 177818758
- Full Text :
- https://doi.org/10.1002/ejoc.202400184