137104-50-8Relevant academic research and scientific papers
Accelerated amination of baylis-hillman acetates under ultrasound irradiation
Ge, Shao-Qin,Hua, Yun-Yu,Xia, Min
experimental part, p. 1954 - 1962 (2010/09/09)
The amination of the Baylis-Hillman acetates with primary amines can be dramatically promoted with improved yields and shortened reaction time under ultrasound irradiation. The selected aromatic, heteroaromatic, and aliphatic amines were investigated as t
Synthesis of β-amino esters by regioselective amination of allyl bromides with aryl and alkyl amines
Chen, Hung-Yang,Patkar, Laxmikant N.,Ueng, Shau-Hua,Lin, Chun-Cheng,Lee, Adam Shih-Yuan
, p. 2035 - 2038 (2007/10/03)
One of the two possible regioisomers can be exclusively formed by combining a suitable solvent and a specific amount of triethylamine as a base during the amination of allyl bromide 5. The SN2′ product 7 was produced using dichloromethane as a
Chemical transformation of Baylis-Hillman adducts: The reaction of methyl 3-arylamino-2-methylene-3-phenylpropanoates in polyphosphoric acid
Lee, Chang Gon,Lee, Ka Young,Lee, Sangku,Kim, Jae Nyoung
, p. 1493 - 1499 (2007/10/03)
We synthesized some interesting compounds including 3-benzylidene-3,4- dihydro-1H-quinolin-2-one, 3-benzylquinolin-2-ol, 4-amino-2-benzylideneindan-1- one, and 1-amino-9a,10-dihydro-4bH-indeno[1,2-a]inden-9-one skeletons starting from Baylis-Hillman adducts.
Palladium(0)-catalyzed regioselective synthesis of α-dehydro-β-amino esters from amines and allyl acetates: Synthesis of a α-dehydro-β-amino acid derived cyclic peptide as a constrained β-turn mimic
Rajesh,Banerji, Biswadip,Iqbal, Javed
, p. 7852 - 7857 (2007/10/03)
Acetates derived from the adducts of the Baylis-Hillman reaction can be reacted in a regioselective manner with amines in the presence of palladium(0) catalyst to afford α-dehydro-β-amino esters (2 and 3) in good yields. The regioselectivity of the reaction can be controlled by temperature and reaction medium leading to the synthesis of regioisomers 2 or 3. The α-dehydro-β-amino acid 3 is a turn inducer, and the dipeptides 6 derived from it show the presence of an eight-membered intramolecular hydrogen bond. Also, cobalt(II) chloride catalyzes the cleavage of epoxy peptides with α-dehydro-β-amino acid derivative 3b to afford the corresponding dipeptide derivatives 8, which exhibit an intramolecular hydrogen bond and thus mimic a β-turn. This intramolecular hydrogen bonding preorganizes the corresponding diallylated peptide 8c for cyclization via ring-closing metathesis to afford the cyclic peptide 9 as a constrained mimic of a β-turn.
115. α-Methylidene-and α-alkylidene-β-lactams from nonproteinogenic amino acids
Buchholz, Rainer,Hoffmann, H. Martin R.
, p. 1213 - 1220 (2015/01/08)
Treatment of methyl 2-(l-hydroxyalkyl)prop-2-enoates1 with conc. HBr solution afforded methyl (Z)-2-(bromomethyl)alk-2-enoates 2, which were transformed regioselectively into N-substituted methyl (E)-2-(aminomethyl)alk-2-enoates 3 (SN2 reaction
