182937-63-9Relevant academic research and scientific papers
Glycerol conversion to high-value chemicals: The implication of unnatural α-amino acid syntheses using natural resources
Park, Yun Ji,Yang, Jung Woon
, p. 2615 - 2620 (2019/06/03)
Glycerol derivatives are an important class of compounds, which have great applications as basic structural building blocks in organic synthesis. O-Benzylglycerol was oxidised to produce a high-value compound in high yield using a NaOtBu-O2 system. Furthermore, the synthetic utility of the resulting product was demonstrated by its transformation into unnatural α-amino acids, thus showing the valorisation of glycerol biomass.
A highly efficient and enantioselective synthesis of EEHP and EMHP: intermediates of PPAR agonists
Gangar, Mukesh,Harikrishnan,Goyal, Sandeep,Mungalpara, Maulik N.,Nair, Vipin A.
, p. 3462 - 3467 (2016/07/18)
Glycolate alkylation reactions of (S)-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one auxiliary has been optimised with high yields and diastereoselectivity on substituted benzyl and allyl bromides. The standardised reaction condition was employed for the stereoselective synthesis of EEHP and EMHP intermediates of PPAR agonists.
Highly diastereoselective α-hydroxylation of fox chiral auxiliary-based amide enolates with molecular oxygen
Lubin, Hodney,Tessier, Arnaud,Chaume, Gregory,Pytkowicz, Julien,Brigaud, Thierry B.
supporting information; experimental part, p. 1496 - 1499 (2010/07/03)
"Figure Presented" Using a trifluoromethylated oxazolidine (Fox) chiral auxiliary, the hydroxylation reaction of enolates was very efficiently performed under smooth and friendly conditions with molecular oxygen as oxidizer. This reaction occurred with an extremely high diastereoselectivlty. After cleavage, the chlral auxiliary Is efficiently recovered and highly valuable enantlopure oxygenated carboxylic acids and alcohols are released.
Solution-phase peptide synthesis; Synthesis of 'North-Western' and 'South Eastern' fragments of the antifungal cyclodepsipeptide petriellin A
Aurelio, Luigi,Brownlee, Robert T. C.,Hughes, Andrew B.
, p. 615 - 629 (2008/12/22)
The solution-phase synthesis of two highly modified peptides, a hexamer and a heptamer, that constitute the two halves of the antifungal cyclic depsipeptide, Petriellin A, is reported. CSIRO 2008.
Diastereoselective alkylation of chiral 2-imidazolidinone glycolates: Asymmetric synthesis of α-hydroxy carboxylic acids
Chong, Chul Chun,Lee, Gue-Jae,Jae, Nyoung Kim,Taek, Hyeon Kim
, p. 2989 - 2992 (2007/10/03)
Sodium enolates of chiral 2-imidazolidinone glycolates reacted with alkyl halides to produce α-alkylated products with high diastereoselectivities, which were readily removed by simple alkaline hydrolysis and were converted to the protected α-hydroxy carboxylic acids. The new stereogenic center was assigned the (R)-configuration by comparison with known compounds.
A highly stereoselective entry to α-hydroxy carboxylic acids using D-fructose diacetonide as a chiral auxiliary
Yu, Hongwu,Ballard, C. Eric,Wang, Binghe
, p. 1835 - 1838 (2007/10/03)
Protected α-hydroxy carboxylic acids were synthesized in moderate yield and high diastereoselectivity by alkylation of glycolate ester enolates using a D-fructose-derived chiral auxiliary. The new chiral center was assigned the (R)-configuration based upon comparisons to the literature. Both enantiomers of the auxiliary are readily available.
Asymmetric synthesis of α-hydroxy acids via β-lactams
Srirajan,Deshmukh,Puranik,Bhawal
, p. 2733 - 2738 (2007/10/03)
A diastereoselective synthesis of β-lactams 5a-e and 6a-e has been achieved, via a Staudinger reaction using imines derived from (1S)-(+)-camphor-10-sulfonamide, in good yields. The major diastereomers 6a-e were isolated in pure form by crystallization. T
