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R. Sateesh Chandra Kumar

Bio: R. Sateesh Chandra Kumar is an academic researcher from Indian Institute of Chemical Technology. The author has contributed to research in topics: Total synthesis & Sakurai reaction. The author has an hindex of 9, co-authored 14 publications receiving 185 citations.

Papers
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Journal ArticleDOI
TL;DR: In this paper, a stereoselective synthesis of potent cytotoxic macrolides, 11-α-methoxycurvularin and 11-β-methylcarno-cinnabar, was presented.

26 citations

Journal ArticleDOI
TL;DR: The enantioselective synthesis of 2,6-cis-disubstituted piperidine alkaloids, (2R,6S)- isosolenopsin A 2 and (2S,6R)-isosolenopin 5 from fire ant venom is described.
Abstract: The enantioselective synthesis of 2,6-cis-disubstituted piperidine alkaloids, (2R,6S)-isosolenopsin A 2 and (2S,6R)-isosolenopsin 5 from fire ant venom is described. Starting from the dodecanal and decanal, the synthesis presents two key steps. The first step involves Keck allylation to afford the chiral homoallylalcohol with the required stereochemistry and the second key step consists of Grubbs olefin cross metathesis. The synthesis was achieved in five steps with 44% overall yield.

25 citations

Journal ArticleDOI
TL;DR: Bergenin, major bioactive compound isolated from methanolic extract of Mallotus philippinensis, displayed moderate AGE inhibition activity and a series of derivatives of bergenin (3a-k) containing variety of aromatic acids were synthesized under mild conditions by modification of sugar part.

24 citations

Journal ArticleDOI
TL;DR: In this article, an efficient stereoselective synthesis of dendrobate alkaloid (+)-241D and its C-4 epimer was achieved from the inexpensive, commercially available starting material decanal (10) in an overall yield of 21.9% and 21.1%, respectively.

24 citations

Journal ArticleDOI
TL;DR: A simple and efficient stereoselective synthesis of macrolactone, (+)-cephalosporolide D has been accomplished in 13 steps from inexpensive and commercially available starting materials in an overall yield of 17%, respectively.

22 citations


Cited by
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Journal ArticleDOI
TL;DR: This review provides a comprehensive survey of methods used for stereoselective construction of carbon-nitrogen bonds during the total synthesis of nitrogen-containing natural products that have appeared in the literature since 2000.
Abstract: The main objective of this review is to provide a comprehensive survey of methods used for stereoselective construction of carbon–nitrogen bonds during the total synthesis of nitrogen-containing natural products that have appeared in the literature since 2000. The material is organized by specific reaction in order of decreasing number of applications in natural product synthesis. About 800 total syntheses of natural products with stereogenic carbon–nitrogen bonds described since 2000 have been reviewed.

127 citations

Journal ArticleDOI
TL;DR: It is shown that catalytic trans-Hydrogenation is by no means a singularity: rather, the underlying principle is also manifest in trans-hydroboration, Trans-hydrosilylation, trans- Hydrogermylation, and trans- hydrostannation, which are equally paradigm-changing processes.
Abstract: cis-Delivery of H2 to the π-system of an unsaturated substrate is the canonical course of metal catalyzed hydrogenation reactions. The semireduction of internal alkynes with the aid of [Cp*Ru]-based catalysts violates this rule and affords E-alkenes by direct trans-hydrogenation. A pathway involving σ-complexes and metallacyclopropenes accounts for this unconventional outcome. Connected to this process is an even more striking reactivity mode, in which both H atoms of H2 are delivered to one and the same C atom. Such gem-hydrogenation of stable carbogenic compunds is a fundamentally new transformation that leads to the formation of discrete metal carbene complexes. Computational studies suggest that the trans- and the gem-pathway have similar barriers, but polar substituents in the vicinity of the reacting triple bond provide opportunities for imposing selectivity and control. Moreover, it is shown that catalytic trans-hydrogenation is by no means a singularity: rather, the underlying principle is also ma...

117 citations

Journal ArticleDOI
TL;DR: In this paper, the authors present the applications of enantioselective epoxidation of prochiral allylic alcohols, so called "Sharpless asymmetric epoxideidation" which is frequently referred as "kinetic resolution", which results in the corresponding 2,3-epoxy alcohols in high stereoselectivity as excellent starting materials for the synthesis of complex targets.
Abstract: This report presents the applications of enantioselective epoxidation of prochiral allylic alcohols, so called ‘Sharpless asymmetric epoxidation’, which is frequently referred as ‘kinetic resolution’. This reaction results in the corresponding 2,3-epoxy alcohols in high stereoselectivity as excellent starting materials for the synthesis of complex targets, such as naturally occurring biologically active molecules.

75 citations

Journal ArticleDOI
TL;DR: Though different methods have been developed for isolation and characterization of bergenin in different sources, still liquid chromatography and ultraviolet spectrophotometry is most commonly used techniques.

72 citations