A Method for the Preparation of β‑Amino-α,β-unsaturated Carbonyl Compounds: Study of Solvent Effect and Mechanism

dc.contributor.author	Reyno, RS
dc.contributor.author	Sugunan, A
dc.contributor.author	Ranganayakulu, S
dc.contributor.author	Suresh, CH
dc.contributor.author	Rajendar, G
dc.date.accessioned	2021-04-16T09:16:53Z
dc.date.available	2021-04-16T09:16:53Z
dc.date.issued	2020-01-07
dc.identifier.citation	Organic Letters; 22(3):1040-1045	en_US
dc.identifier.uri	https://pubs.acs.org/doi/10.1021/acs.orglett.9b04531
dc.identifier.uri	http://hdl.handle.net/123456789/3712
dc.description.abstract	An efficient method for the preparation of β-amino-α,β-unsaturated carbonyl compounds is demonstrated. Bench-stable sodium 3-oxo-enolates were prepared from carbonyl compounds, and reacted with amines in the presence of an acid and a desiccant. DFT studies revealed contrasting mechanisms toward the reactivity of aliphatic amines in protic solvents and aromatic amines in aprotic solvents. While the former proceeds through the formation of an imine, the latter passes through the Michael addition–elimination mechanism.	en_US
dc.language.iso	en	en_US
dc.publisher	American Chemical Society	en_US
dc.subject	diels-alder reactions	en_US
dc.subject	enaminones	en_US
dc.subject	alkaloids	en_US
dc.subject	ketones	en_US
dc.title	A Method for the Preparation of β‑Amino-α,β-unsaturated Carbonyl Compounds: Study of Solvent Effect and Mechanism	en_US
dc.type	Article	en_US