85808-33-9Relevant academic research and scientific papers
Regiodivergent Enantioselective γ-Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α-Amino Acids and N,O-Acetal Derivatives
Wang, Tianli,Yu, Zhaoyuan,Hoon, Ding Long,Phee, Claire Yan,Lan, Yu,Lu, Yixin
supporting information, p. 265 - 271 (2016/01/25)
Phosphine-catalyzed regiodivergent enantioselective C-2- and C-4-selective γ-additions of oxazolones to 2,3-butadienoates have been developed. The C-4-selective γ-addition of oxazolones occurred in a highly enantioselective manner when 2-aryl-4-alkyloxazol-5-(4H)-ones were employed as pronucleophiles. With the employment of 2-alkyl-4-aryloxazol-5-(4H)-ones as the donor, C-2-selective γ-addition of oxazolones took place in a highly enantioselective manner. The C-4-selective adducts provided rapid access to optically enriched α,α-disubstituted α-amino acid derivatives, and the C-2-selective products led to facile synthesis of chiral N,O-acetals and γ-lactols. Theoretical studies via DFT calculations suggested that the origin of the observed regioselectivity was due to the distortion energy that resulted from the interaction between the nucleophilic oxazolide and the electrophilic phosphonium intermediate.
Sulfonamide derivative as a matrix metalloproteinase inhibitor
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, (2008/06/13)
The present invention provides a novel sulfonamide derivative of general formula (I) useful as an inhibitor of matrix metalloproteinase (MMP), its isomers, pharmaceutically acceptable salts thereof and a process for preparing the same. Since the sulfonami
Non-Proteinogenic Amino Acid Synthesis. The β-Anion Derived from Aspartic Acid, and its Application to α-Amino Acid Synthesis.
Baldwin, Jack E.,Moloney, Mark G.,North, Michael
, p. 6309 - 6318 (2007/10/02)
Treatment of α-t-butyl β-methyl N-Z-(S)-aspartate (2) with lithium amide bases generates the corresponding β-ester enolate, which can be alkylated with suitable electrophiles.The application of this strategy for synthesis of optically active amino acids h
Bifunctional Chelating Agents. Part 1. 1-(p-Aminophenethyl)ethylenediaminetetra-acetic Acid
Altman, Janina,Shoef, Nurit,Wilchek, Meir,Warshawsky, Abraham
, p. 365 - 368 (2007/10/02)
The synthesis of a new bifunctional analogue of ethylenediaminetetra-acetic acid (EDTA), 1-(p-aminophenethyl)ethylenediaminetetra-acetic acid (13), from the amide of 2-amino-4-phenylbutyric acid (8) by reduction with diborane and acetylation to give compo
