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Structure of FK506, a novel immunosuppressant isolated from Streptomyces

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This article is published in Journal of the American Chemical Society.The article was published on 1987-08-01. It has received 523 citations till now. The article focuses on the topics: Streptomyces tsukubaensis & Streptomyces.

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Natural products: A lead for drug discovery and development.

TL;DR: In this article, a literature survey has been carried out to determine the utility of natural molecules and their modified analogs or derivatives as pharmacological active entities, and the importance of natural products in terms of drug discovery and development.
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Copper-catalyzed, hypervalent iodine mediated CC bond activation of enaminones for the synthesis of α-keto amides

TL;DR: Isotope labeling experiments suggest that water has acted as a source of oxygen atoms during the generation of the new carbonyl group in the presence of hypervalent iodine.
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Straightforward entry to the pipecolic acid nucleus. Enantioselective synthesis of baikiain

TL;DR: In this article, an enantioselective synthesis of N-protected baikiain and pipecolic acid has been developed using 2,3-epoxy-5-hexen-1-ol (4) readily available in high ee by Sharpless epoxidation.
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Studies directed towards the synthesis of immunosuppressive agent FK-506: Construction of the tricarbonyl moiety

TL;DR: Alkylation of a suitably functionalised dithiane precursor with L-N-(-haloacetyl)pipecolic acid methyl ester, followed by oxidation of the active methylene group provided an easy route to 1,2,3-tricarbonyl functionality of FK-506 as discussed by the authors.
Journal ArticleDOI

Conformational Analysis of the cis‐ and trans‐Isomers of FK506 by NMR and Molecular Dynamics

TL;DR: In this paper, a combination of two-dimensional NMR techniques was used to completely assign the 1H- and 13C-NMR chemical shifts of the two configurational isomers resulting from the cis-trans isomerization about the single amide bond.
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