Journal
SYNLETT
Volume 30, Issue 6, Pages 703-708Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1611740
Keywords
MBH adducts; aromatic amines; asymmetric allylic amination; nucleophilic amine catalysis; inorganic fluorides
Categories
Funding
- National Science Foundation of China [21602018, 21272029]
- Jiangsu Overseas Visiting Scholar Program for University Prominent Young & Middle-Aged Teachers and Presidents
Ask authors/readers for more resources
Asymmetric allylic amination of Morita-Baylis-Hillman (MBH) adducts with simple aromatic amines is successfully realized by nucleophilic amine catalysis. A range of substituted -methylene--arylamino esters is accessed in moderate to high yields (up to 88%) and with excellent enantioselectivities (up to 97% ee). Inorganic fluorides are found to be able to improve the enantioselectivity of the allylic amination reaction. A pyrrole-2-carboxylate and a cyclic imide are also compatible with this catalytic system. A chiral 2,3-dihydroquinolin-4-one derivative is easily obtained from the allylic amination product.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available