Amide Bond Formation via Reversible, Carboxylic Acid-Promoted Lactone Aminolysis
A rapid carboxylic acid-promoted lactone aminolysis is reported. A number of carboxylic acids were found to promote this amide bond-forming transformation, with aliphatic acids being the most efficient. This reaction is an equilibrium process (K[subscript eq] ≈ 1.8), and mechanistic investigations a...
Main Authors: | Foley, Megan A., Jamison, Timothy F. |
---|---|
Other Authors: | Massachusetts Institute of Technology. Department of Chemistry |
Format: | Article |
Language: | en_US |
Published: |
American Chemical Society (ACS)
2013
|
Online Access: | http://hdl.handle.net/1721.1/76282 https://orcid.org/0000-0002-8601-7799 |
Similar Items
-
N-acyl 'Quat' pyrrolidinone auxiliary as a chiral amide equivalent via direct aminolysis
by: Davies, S, et al.
Published: (1998) -
N-acyl 'quat' pyrrolidinone auxiliary as a chiral amide equivalent via direct aminolysis
by: Davies, S, et al.
Published: (2002) -
Mechanistic Investigations of Epoxide Aminolysis in Microreactors at High Temperatures and Pressures
by: Zaborenko, Nikolay, et al.
Published: (2013) -
Kinetics and mechanisms of hydrolysis and aminolysis of thioxocephalosporins.
by: Tsang, W, et al.
Published: (2004) -
ALDOL EQUILIBRATIONS OF UNPROTECTED TRIHYDROXYBICYCLIC LACTONES - ENANTIOMERIC TETRAHYDROXY-ALPHA-AMINOCYCLOPENTANE CARBOXYLIC-ACIDS FROM EPIMERIC BICYCLIC LACTONES
by: Hui, A, et al.
Published: (1994)