Author
Anil K. Sharma
Other affiliations: University of Illinois at Urbana–Champaign
Bio: Anil K. Sharma is an academic researcher from Urbana University. The author has contributed to research in topics: Trimer & Derivative (chemistry). The author has an hindex of 1, co-authored 2 publications receiving 12 citations. Previous affiliations of Anil K. Sharma include University of Illinois at Urbana–Champaign.
Topics: Trimer, Derivative (chemistry), Enantiopure drug
Papers
More filters
TL;DR: In this paper, a variety of β-amino-γ-keto acids were prepared in four steps from commercially available l-homoserine, highlighted by a Ni-catalyzed Grignard addition to a N-protected derivative of l-Homoserine.
12 citations
TL;DR: In this article, a variety of β-amino-γ-keto acids were prepared in four steps from commercially available l-homoserine, highlighted by a Ni-catalyzed Grignard addition to a N-protected derivative of l-Homoserine.
Abstract: A variety of β-amino-γ-keto acids were prepared in four steps from commercially available l-homoserine. The reaction sequence is highlighted by a Ni-catalyzed Grignard addition to a N-protected derivative of l-homoserine. One of the β-amino-γ-keto acids was then used to create a β-peptide trimer composed solely of β-amino-γ-keto acids.
Cited by
More filters
TL;DR: A copper-catalyzed transformation of peptidic thiol esters and boronic acids gives peptidyl ketones and takes place in DMF or DMF/H(2)O at room temperature in air.
Abstract: A copper-catalyzed transformation of peptidic thiol esters and boronic acids gives peptidyl ketones and takes place in DMF or DMF/H(2)O at room temperature in air (see scheme). This aerobic reaction only occurs at a thiol ester group capable of coordinating to Cu through its appendage on the sulfur center and is not hampered by racemization of the reactants or products.
59 citations
TL;DR: This Cu(I) diphenylphosphinate-mediated, palladium-catalyzed coupling of alpha-amino thiol esters with aryl, heteroaryl, allyl, and alkenyl organostannanes gives N-protected alpha- amino ketones in high yields with high enantiopurity under mild and pH-neutral reaction conditions.
58 citations
TL;DR: A traceless solid-phase synthesis of oxazoles 4 via Robinson-Gabriel reaction of solid-supported alpha-acylamino ketones 2 has been achieved and a novel variant of the Ugi four-component reaction that allows for the preparation of compounds 2 in a single synthetic step is disclosed.
Abstract: A traceless solid-phase synthesis of oxazoles 4 via Robinson−Gabriel reaction of solid-supported α-acylamino ketones 2 has been achieved. The reaction requires that the cyclization precursor be linked to a benzhydrylic-type linker (compounds 2) and that trifluoroacetic anhydride be used as the cyclodehydrating agent. The solvent has a dramatic effect on the latter reaction, which goes to completion and follows a cyclative-type mechanism only when an ethereal solvent is used. Different synthetic routes have been investigated toward assembling compounds 2. The most straightforward one, which we have validated more extensively, comprises the reaction of Merrifield α-methoxyphenyl (MAMP) resin with an α-amino ketone to form compounds 1, which are, in turn, acylated. Other methodologies and strategies allowing for the synthesis of compounds 1 that have been investigated include direct alkylation of Rink amide resin; reductive amination of the latter with α-keto aldehydes; reaction of MAMP resin with α-amino al...
47 citations
TL;DR: Rapid deconjugative [3,3]-sigmatropic rearrangement affords the α-vinyl γ-oxo-β-amino esters in high yields with high levels of diastereoselectivity.
41 citations
TL;DR: Asymmetric hydrogenation of α-dehydroamino ketones catalyzed by a rhodium-chiral phosphorus ligand complex (up to 99% ee, 1000 TON), represents an efficient approach to chiral α-amino kones as discussed by the authors.
Abstract: Asymmetric hydrogenation of α-dehydroamino ketones catalyzed by a rhodium-chiral phosphorus ligand complex (up to 99% ee, 1000 TON), represents an efficient approach to chiral α-amino ketones The reduction of α-amino ketones catalyzed by palladium on carbon (Pd/C) leads to amphetamine precursors with quantitative yield and no significant enantioselectivity loss
32 citations