167628-35-5Relevant academic research and scientific papers
Iridium-Catalyzed Reductive Alkylations of Secondary Amides
Ou, Wei,Han, Feng,Hu, Xiu-Ning,Chen, Hang,Huang, Pei-Qiang
supporting information, p. 11354 - 11358 (2018/08/28)
Reported herein is the first direct, metal-catalyzed reductive functionalization of secondary amides to give functionalized amines and heterocycles. The method is shown to have exceptionally broad scope with respect to suitable nucleophiles, which cover both hard and soft C nucleophiles as well as a P nucleophile. The reaction exhibits good chemoselectivity and tolerates several sensitive functional groups.
Direct Mannich-Type Reactions Promoted by Frustrated Lewis Acid/Br?nsted Base Catalysts
Chan, Jessica Z.,Yao, Wenzhi,Hastings, Brian T.,Lok, Charles K.,Wasa, Masayuki
, p. 13877 - 13881 (2016/10/26)
Direct Mannich-type reactions that afford both α- and β-amino esters by the reaction of a broad range of carbonyl compounds and aldimines are disclosed. The transformation is promoted by a sterically frustrated Lewis acid/Br?nsted base pair, which is prop
Reformatsky reactions with SmI2 in catalytic amount
Orsini, Fulvia,Lucci, Elvira Maria
, p. 1909 - 1911 (2007/10/03)
A substoichiometric protocol for Reformatsky-type addition of α-haloesters, α-haloketones, α-halonitriles, and α-halophosphonates to carbonyl compounds has been developed. β-Hydroxyesters and β-hydroxynitriles were obtained in good to excellent yields.
Production method of beta-amino acid
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Page 7, (2010/02/08)
A production method of an optically active β-amino acid represented by the formula (I) wherein each symbol is as defined in the specification, which includes reacting a compound represented by the formula (II) with a lithium amide represented by the formu
Chiral ligand-controlled asymmetric conjugate addition of lithium amides to enoates
Doi, Hirohisa,Sakai, Takeo,Iguchi, Mayu,Yamada, Ken-ichi,Tomioka, Kiyoshi
, p. 2886 - 2887 (2007/10/03)
The external chiral ligand-controlled asymmetric conjugate addition reaction of lithium amides with α,β-unsaturated esters provided β-amino esters in high yields and high enantioselectivities. Copyright
Chemoselective debenzylation of N-benzyl tertiary amines with ceric ammonium nitrate
Bull, Steven D.,Davies, Stephen G.,Fenton, Carry,Mulvaney, Andrew W.,Shyam Prasad,Smith, Andrew D.
, p. 3765 - 3774 (2007/10/03)
Treatment of a range of N-benzyl tertiary amines with aqueous eerie ammonium nitrate results in N-debenzylation to afford the corresponding secondary amine. Chemoselective mono-W-debenzylation of N-benzyl tertiary amines is shown to occur in the presence of N-benzyl amides, O-benzyl ethers, O-benzyl esters, O-benzyl phenolates and 5-benzyl ethers. The Royal Society of Chemistry 2000.
Chemoselective oxidative debenzylation of tertiary N-benzyl amines
Bull, Steven D.,Davies, Stephen G.,Fenton, Garry,Mulvaney, Andrew W.,Prasad, R. Shyam,Smith, Andrew D.
, p. 337 - 338 (2007/10/03)
Treatment of tertiary amines containing one or more N-benzyl protecting groups with aqueous ceric ammonium nitrate results in clean N-debenzylation to afford the corresponding secondary amine.
Tris(pentafluorophenyl)boron as an Efficient, Air Stable, and Water Tolerant Lewis Acid Catalyst
Ishihara, Kazuaki,Hanaki, Naoyuki,Funahashi, Miyuki,Miyata, Mayumi,Yamamoto, Hisashi
, p. 1721 - 1730 (2007/10/02)
Tris(pentafluorophenyl)boron is an efficient, air stable, and water tolerant Lewis acid catalyst for the aldol-type and Michael reactions of silyl enol ethers with carbonyl compounds or other electrophiles (trimethyl orthoformate, dimethal acetal, and chloromethyl methyl ether), the allylation reaction of allylsilanes with aldehydes, and the Diels-Alder reaction of dienes with α,β-unsaturated-aldehydes.A solution of formaldehyde in water is applicable as an electrophile.Also, the aldol-type reaction of ketene silyl acetals with aromatic or aliphatic imines is successfully carried out using the same catalyst.
