Please use this identifier to cite or link to this item:
|Title:||Enantioselective synthesis of α-fluorinated β-amino acid derivatives by an asymmetric mannich reaction and selective deacylation/ decarboxylation reactions|
|Source:||Pan, Y., Zhao, Y., Ma, T., Yang, Y., Liu, H., Jiang, Z., Tan, C.-H. (2010-01-18). Enantioselective synthesis of α-fluorinated β-amino acid derivatives by an asymmetric mannich reaction and selective deacylation/ decarboxylation reactions. Chemistry - A European Journal 16 (3) : 779-782. ScholarBank@NUS Repository. https://doi.org/10.1002/chem.200902830|
|Abstract:||A study was conducted to demonstrate enantioselective synthesis of α-fluorinated β-amino acid (AA) derivatives by an asymmetric Mannich reaction and selective deacylation or decarboxylation reactions. Better yield was obtained from the Mannich reaction between α-fluoro-β-ketoester and N-ethoxycarbonyl imine under the preliminary studies. The performance of β-keto acetyloxazolidinone was evaluated with a series of different N-Eoc imines in the presence of 10 mol% of bicyclic guanidine catalyst after establishing optimized conditions. Better results were observed with imines containing both electron-withdrawing and electron-donating aryl groups. The study focused on preparing α-fluoro-β-sulfones to determine their potential for the reaction. The Mannich reaction of 1-fluoro-1-(phenylsulfonyl) propan-2-α-fluoro-β-sulfones gave an adduct with a high ee value and good diastereoselectivity.|
|Source Title:||Chemistry - A European Journal|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on Feb 21, 2018
WEB OF SCIENCETM
checked on Jan 15, 2018
checked on Feb 18, 2018
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.