Showing papers by "Srivari Chandrasekhar published in 2013"
TL;DR: In this article, the synthesis of a fused bis-heterocyclic framework, benzimidazoisoquinoline, has been achieved using Ru-catalyzed reaction of alkynes with 2-aryl benzimide derivatives in the presence of Cu salts.
41 citations
TL;DR: An enantioselective synthesis of natural anticancer macrolide pladienolide B is described, with synthetic highlights including Sharpless asymmetric epoxidation, ring closing metathesis (RCM), Ireland-Claisen rearrangement, Shi ep oxidation, and Pd-catalyzed Stille coupling as key steps.
38 citations
TL;DR: The total synthesis of (-)-α-Kainic acid is accomplished using a linear strategy involving Noyori asymmetric reduction and chirality transfer through Ireland-Claisen rearrangement as key steps.
Abstract: The total synthesis of (-)-α-Kainic acid is accomplished using a linear strategy involving Noyori asymmetric reduction and chirality transfer through Ireland-Claisen rearrangement as key steps.
27 citations
TL;DR: The first total synthesis of stachybotrin C, a potent neuroprotective natural compound, is disclosed, with the aim to attribute the absolute configuration of the two adjacent stereocenters of the stachy botrin C.
Abstract: We disclose the first total synthesis of stachybotrin C, a potent neuroprotective natural compound. All of the four stereoisomers have been prepared and fully characterized with the aim to attribute the absolute configuration of the two adjacent stereocenters of the stachybotrin C.
23 citations
TL;DR: In this paper, a stereo and enantioselective synthesis of C5 −C23 fragment of cytotoxic marine natural product biselyngbyaside is achieved using E-selective methyl lithium addition onto enyne, Crimmin's acetate aldol reaction, Sharpless asymmetric epoxidation, and Julia-Kocienski olefination as the key steps.
17 citations
TL;DR: The redox isomersization processes and tandem isomerization-aldolization reactions, mediated by nickel catalysts, offer new versatile entries to acylsilanes.
15 citations
TL;DR: Fully functional and differentially protected synthesis of the unusual γ-amino acid part of the very powerful anti-inflammatory cyclic peptide solomonamide A has been achieved in a straight forward manner in good yields.
12 citations
TL;DR: In this article, the convergent total synthesis of two marine natural products, attenols A and B, achieved with excellent stereocontrol, based on an enantio and regioselective Sharpless dihydroxylation, palladium(0)-catalyzed reduction to form δ-hydroxy-1-enoates, stereoselectively mCPBA-mediated epoxidation, and Julia-Kocienski olefination.
10 citations
TL;DR: In this paper, the total synthesis of (−)-seimatopolide A is described in a linear fashion with high yielding steps, including Lu's isomerization, Sharpless asymmetric dihydroxylation and Kita's macrolactonization.
Abstract: The total synthesis of (−)-seimatopolide A is described in a linear fashion with high yielding steps. The key reactions include Lu’s isomerization, Sharpless asymmetric dihydroxylation and Kita’s macrolactonization.
8 citations
TL;DR: In this paper, several 1C-, 2C-and 3C-extension reactions have been developed to efficiently afford five new functionalized building blocks, which have been used for the preparation of several five-and six-membered lactones.
Abstract: Starting from easily accessible β-hydroxy acylsilanes, several 1C-, 2C- and 3C-extension reactions have been developed to efficiently afford five new functionalized building blocks, which have been used for the preparation of several five- and six-membered lactones.
5 citations
TL;DR: The resultant epimer was evaluated for cytotoxicity against DU145, MCF-7 (breast) and A549 (lung) cancer cell lines, and the results showed that the 5-epi-Torrubiellutin C is as good as the natural product in bioassays.
Abstract: The total synthesis of 5-epi-Torrubiellutin C is described in a fully stereocontrolled manner and linear sequence involving high yielding steps. The synthetic strategy involves the dicyclohexylboron chloride mediated Paterson's aldol protocol, Horner–Emmons olefination, TiCl4 mediated syn-aldol reaction and ring closing metathesis (RCM) as the key steps. Furthermore, the resultant epimer was evaluated for cytotoxicity against DU145 (prostate), MCF-7 (breast) and A549 (lung) cancer cell lines, and the results showed that the 5-epi-Torrubiellutin C is as good as the natural product in bioassays.
TL;DR: In this paper, the synthesis of bolaamphiphiles from unusual β-amino acids or an alcohol and C12 or C20 spacers was described, and some of these compounds self-assembled into organized molecular structures.
Abstract: The synthesis of bolaamphiphiles from unusual β-amino acids or an alcohol and C12 or C20 spacers is described. Unusual β-amino acids such as a sugar amino acid, an AZT-derived amino acid, a norbornene amino acid, and an AZT-derived amino alcohol were coupled with spacers under standard conditions to get the novel bolaamphiphiles 5–8 (Scheme 1), 12 and 13 (Scheme 2), and 17 and 20 (Scheme 3). Some of these compounds, on precipitation from MeOH/H2O, self-assembled into organized molecular structures.
TL;DR: A three-component 3+2 cycloaddition reaction followed by Suzuki coupling reaction was carried out to synthesize a library of compounds using automation (parallel synthesizer) and scaffolds that are unexplored in literature were used.
Abstract: A three-component 3+2 cycloaddition reaction followed by Suzuki coupling reaction was carried out to synthesize a library of compounds using automation (parallel synthesizer). Scaffolds that are unexplored in literature were used for the synthesis of library. The iodo-triazoles formed by 3+2 cycloaddition reaction were coupled with boronic acids to get tri-substituted triazoles.
TL;DR: The process involves a Knoevenagel condensation followed by Michael addition to give a series of highly functionalized target compounds that are suitable for high-performance liquid chromatography.
Abstract: The process involves a Knoevenagel condensation followed by Michael addition to give a series of highly functionalized target compounds.
TL;DR: In this paper, a review of the total synthesis of gabosines, a family of secondary metabolites containing trihydroxylated cyclohexanone cores, is presented.
Abstract: This review reports on the total synthesis of gabosines, a family of secondary metabolites containing trihydroxylated cyclohexanone or cyclohexenone cores. Analysis of the different stategies used to prepare these natural products and their stereoisomers has been carried out with special attention paid to the methods employed for the formation of the carbocyclic ring. The different methods are compared in a table, and a discussion of future directions of research in this area is presented.
TL;DR: In this paper, the redox isomerization processes and tandem isomerisation-aldolization reactions, mediated by nickel catalysts, offer new versatile entries to acylsilanes.
Abstract: The redox isomerization processes and tandem isomerization–aldolization reactions, mediated by nickel catalysts, offer new versatile entries to acylsilanes. For the second reaction, high diastereoselectivities, up to 98:2, have been obtained with bulky substituents on silicon.
TL;DR: In this article, the synthesis of a fused bis-heterocyclic framework, benzimidazoisoquinoline, has been achieved using Ru-catalyzed reaction of alkynes with 2-aryl benzimide derivatives in the presence of Cu salts.
Abstract: Synthesis of a fused bis-heterocyclic framework, benzimidazoisoquinoline, has been achieved using Ru-catalyzed reaction of alkynes with 2-aryl benzimidazoles in the presence of Cu salts. The method provides an easy access for the generation of a library of benzimidazoisoquinoline derivatives.