Back to Search Start Over

Decarboxylative Organocatalytic Allylic Amination of Morita-Baylis-Hillman Carbamates.

Authors :
Dočekal V
Šimek M
Dračínský M
Veselý J
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2018 Sep 12; Vol. 24 (51), pp. 13441-13445. Date of Electronic Publication: 2018 Aug 17.
Publication Year :
2018

Abstract

The present study reports the organocatalytic enantioselective allylic amination of Morita-Baylis-Hillman carbamates efficiently catalyzed by a chiral amine in the presence of a Brønsted acid. Chiral allylic amines were produced in high yields (up to 98 %) and enantioselectivities (up to 97 % ee). This method provides an efficient and easily performed route to prepare α-methylene-β-lactams, and other optically active β-lactams, such as the cholesterol-lowering drug Ezetimibe.<br /> (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
24
Issue :
51
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
30020554
Full Text :
https://doi.org/10.1002/chem.201803677