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Journal ArticleDOI

Recent progress in enantioselective synthesis of C3-functionalized oxindoles: rare earth metals take action

Ke Shen, +3 more
- 10 Jan 2012 - 
- Vol. 3, Iss: 2, pp 327-334
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TLDR
In this paper, a minireview introduces the recent application of rare earth (RE) metal complex catalysts in the synthesis of targeted frameworks, together with direct addition reactions of 3-substituted oxindoles or isatins.
Abstract
The enantioselective synthesis of 3-functionalized oxindole derivatives has experienced an explosive development. This minireview introduces the recent application of rare earth (RE) metal complex catalysts in the synthesis of targeted frameworks. The direct addition reactions of 3-substituted oxindoles or isatins are described, together with a discussion of the catalytic mechanism and related transformations to pharmaceuticals.

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Citations
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Journal ArticleDOI

Recent advances in organocatalytic methods for the synthesis of disubstituted 2- and 3-indolinones

TL;DR: This review aims to cover the literature on asymmetric quaternary carbons, 2-substituted and 2,2'-disubtituted 3-indolinones, from its origin to the end of 2011.
Journal ArticleDOI

A Quantitative Scale of Oxophilicity and Thiophilicity.

TL;DR: A simple, generic scale is developed that solves issues with reference states and system dependencies and captures empirically known tendencies toward oxygen, and enables a detailed analysis of the fundamental causes of oxophilicity.
Journal ArticleDOI

Highly Stereoselective Olefin Cyclopropanation of Diazooxindoles Catalyzed by a C2-Symmetric Spiroketal Bisphosphine/Au(I) Complex

TL;DR: A spiroketal bisphosphine (SKP) derived chiral digold complex is identified as a powerful catalyst for the highly diastereo- and enantioselective synthesis of spirocyclopropyloxindoles from diazooxindole and a broad range of alkenes, including both cis and trans 1,2-disubstitutedAlkenes.
Journal ArticleDOI

Development of Synthetic Methodologies via Catalytic Enantioselective Synthesis of 3,3-Disubstituted Oxindoles

TL;DR: The phosphoramide-based bifunctional catalysts achieved better enantiofacial control than the analogous H-bond-donor-derived catalysts in these reactions, suggesting the potential of the former in new chiral catalyst development.
References
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Journal ArticleDOI

Revised effective ionic radii and systematic studies of interatomic distances in halides and chalcogenides

TL;DR: The effective ionic radii of Shannon & Prewitt [Acta Cryst. (1969), B25, 925-945] are revised to include more unusual oxidation states and coordinations as mentioned in this paper.
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Hard and soft acids and bases

TL;DR: In this paper, the rate data for the generalized nucleophilic displacement reaction were reviewed, and the authors presented a method to estimate the rate of the generalized displacement reaction in terms of the number of nucleophiles.
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Pyrrolidinyl-spirooxindole natural products as inspirations for the development of potential therapeutic agents.

TL;DR: The 3,3'-pyrrolidinyl-spirooxindole unit is a privileged heterocyclic motif that forms the core of a large family of alkaloid natural products with strong bioactivity profiles and interesting structural properties.
Journal ArticleDOI

Construction of Spiro[pyrrolidine‐3,3′‐oxindoles] − Recent Applications to the Synthesis of Oxindole Alkaloids

TL;DR: The spiro[pyrrolidine-3,3′-oxindole] ring system is found at the core of a number of alkaloids, which possess significant biological activity and are interesting, challenging targets for chemical synthesis as discussed by the authors.
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