Journal ArticleDOI
Highly Enantioselective Organocatalytic Direct Aldol Reaction in an Aqueous Medium
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TLDR
It is demonstrated that small organic molecules 1 and 2 catalyzed the direct aldol reaction of both acyclic and cyclic ketones with different aldehydes in an excess of water/brine.About:
This article is published in Organic Letters.The article was published on 2007-05-23. It has received 253 citations till now. The article focuses on the topics: Aldol reaction & Enantioselective synthesis.read more
Citations
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Asymmetric Organocatalysis: From Infancy to Adolescence
TL;DR: This Review deals with selected studies reported in 2006 and the first half of 2007, and is intended to highlight four main aspects that may be taken as testimony of the present status and prospective of organocatalysis.
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The Direct Catalytic Asymmetric Aldol Reaction
TL;DR: This critical review documents the development of direct catalytic asymmetric aldol methodologies, including organocatalytic and metal-based strategies, which have improved the reactivity, selectivity and substrate scope of the direct a Aldol reaction and enabled the synthesis of complex molecular targets.
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Enantioselective direct aldol reaction: the blossoming of modern organocatalysis
TL;DR: In this paper, the authors are grateful to the Spanish Ministerio de Educación y Ciencia, as well as to Generalitat Valenciana and University of Alicante, for their continuous financial support.
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Asymmetrische Organokatalyse: Eintritt in die Reifezeit†
TL;DR: In this article, the Forschungen auf diesem Gebiet nun in einem Stadium angelangt, in dem speziellere Aufgabenstellungen und insbesondere auch stereochemische Probleme gezielt angegangen werden konnen.
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Low-loading asymmetric organocatalysis
TL;DR: This critical review documents the advances in the development of chiral organocatalysts which are systematically used in ≤3 mol% loading in all the sub-areas of the field, namely aminocatalysis, Brønsted acids and bases, Lewis acids and Base, hydrogen bond-mediated catalysis, phase transfer and N-heterocyclic carbene catalyses.
References
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Journal ArticleDOI
Organic chemistry in water
TL;DR: Water has emerged as a versatile solvent for organic chemistry in recent years and gives completely new reactivity, including pericyclic reactions, reactions of carbanion equivalent, and reactions of carbocation equivalent.
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Organocatalytic Direct Asymmetric Aldol Reactions in Water
Nobuyuki Mase,Yusuke Nakai,Naoko Ohara,Hidemi Yoda,Kunihiko Takabe,Fujie Tanaka,Carlos F. Barbas +6 more
TL;DR: Direct asymmetric cross-aldol reactions that can be performed in water without addition of organic solvents are developed and reveal an effective design strategy for the development of aqueous organocatalytic systems.
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Quantum mechanical predictions of the stereoselectivities of proline-catalyzed asymmetric intermolecular aldol reactions.
TL;DR: Experimental tests of quantum mechanical predictions of the ratio of four stereoisomeric products expected from two complex reactions involving the aldol reactions of cyclohexanone with benzaldehyde or with isobutyraldehyde catalyzed by (S)-proline provide an assessment of the state of the art in quantum mechanical prediction of products of complex organic reactions in solution.
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Highly diastereo- and enantioselective direct aldol reactions in water.
Yujiro Hayashi,Tatsunobu Sumiya,Junichi Takahashi,Hiroaki Gotoh,Tatsuya Urushima,Mitsuru Shoji +5 more
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Organocatalytic Direct Michael Reaction of Ketones and Aldehydes with β-Nitrostyrene in Brine
TL;DR: In this paper, a bifunctional catalyst with long hydrophobic alkyl chains efficiently catalyzed Michael reactions and afforded the desired products in excellent yield with high enantiomeric excess, even when only an equal molar ratio of the donor to acceptor was used.