Asymmetric Michael addition of 5 H-oxazol-4-ones to vinyl sulfones : stereoselective synthesis of monofluorinated analogs of 2-tertiary hydroxyl-3-methyl-substituted carboxylic acidl derivatives
An asymmetric Michael addition of 5H-oxazol-4-ones to vinyl sulfones has been developed. In the presence of 10 mol % of quinine-based benzyl-substituted thiourea as catalyst at 0 °C, the products could be obtained with excellent enantio- and diastereoselectivity (up to>99 % ee and>20:1 dr). 1....
Main Authors: | Liu, Qian, Qiao, Baokun, Chin, Kek Foo, Tan, Choon-Hong, Jiang, Zhiyong |
---|---|
Other Authors: | School of Physical and Mathematical Sciences |
Format: | Journal Article |
Language: | English |
Published: |
2015
|
Subjects: | |
Online Access: | https://hdl.handle.net/10356/106585 http://hdl.handle.net/10220/25011 http://dx.doi.org/10.1002/adsc.201400649 |
Similar Items
-
Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives
by: Han, Zhiqiang, et al.
Published: (2014) -
Peptide vinyl sulfones : inhibitors and active site probes for the study of proteasome function in vivo
by: Bogyo, Matthew Steven, 1971-
Published: (2005) -
Catalytic asymmetric conjugate addition of mercaptans to β-substituted-β-trifluoromethyl oxazolidinone enoates: access to chiral trifluoromethylated tertiary thioethers and thiols
by: Chen, Wenchao, et al.
Published: (2014) -
Stereoselective reductions /
by: West, Charles T., et al.
Published: (1976) -
Catalytic asymmetric conjugate addition of mercaptans to β-substituted-β-trifluoromethyl oxazolidinone enoates : access to chiral trifluoromethylated tertiary thioethers and thiols
by: Chen, Wenchao, et al.
Published: (2014)