Journal ArticleDOI
A Raney nickel — sodium hypophosphite combination system for reductive desulfurization without racemization of optically active secondary alcohol
Manabu Node,Kiyoharu Nishide,Yukihiro Shigeta,Kenichi Obata,Hiroaki Shiraki,Hideaki Kunishige +5 more
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TLDR
In this article, sulfides and sulfoxides bearing an optically active secondary alcohol were desulfurized with a Raney nickel (W-2)-sodium hypophosphite combination system.About:
This article is published in Tetrahedron.The article was published on 1997-09-22. It has received 41 citations till now. The article focuses on the topics: Raney nickel & Hypophosphite.read more
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Chemoselective Ligation and Modification Strategies for Peptides and Proteins
TL;DR: This Review summarizes recent developments in the field of chemoselective ligation and modification strategies and illustrates their application, with examples ranging from the total synthesis of proteins to the semisynthesis of naturally modified proteins.
Journal ArticleDOI
Free‐Radical‐Based, Specific Desulfurization of Cysteine: A Powerful Advance in the Synthesis of Polypeptides and Glycopolypeptides
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Chemoselektive Ligations‐ und Modifikationsstrategien für Peptide und Proteine
TL;DR: In this article, aufsatz fasst die aktuellen Entwickungen auf dem Gebiet der chemoselektiven Ligations-and Modifikationsstrategien zusammen and illustriert ihre Anwendbarkeit an Beispielen aus der chemischen Totalsynthese von Proteinen bis hin zur Semisynthese naturlicher modifizierter Proteine.
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A Novel Tandem Michael Addition/Meerwein−Ponndorf−Verley Reduction: Asymmetric Reduction of Acyclic α,β-Unsaturated Ketones Using A Chiral Mercapto Alcohol
TL;DR: In this article, a thiol group was introduced into a chiral alcohol reagent for asymmetric Meerwein−Ponndorf−Verley (MPV) reductions, which allowed asymmetric reduction of α, β-unsaturated ketones to secondary alcohols and allylic alcohols via a novel tandem Michael addition/MPV reduction.
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Enantio- and Regioselective Epoxidation of Olefinic Double Bonds in Quinolones, Pyridones, and Amides Catalyzed by a Ruthenium Porphyrin Catalyst with a Hydrogen Bonding Site
TL;DR: DFT calculations support the hypothesis that the reaction occurs via a hydrogen-bound transition state, in which the 3-alkenylquinolone adopts an s-trans conformation, and reveal that this transition state is preferred over a competing s-cis transition state because it exerts less strain in the rigid backbone and because the hydrogen bond interaction is more stable.
References
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Protective groups in organic synthesis
TL;DR: In this article, the most useful groups for the hydroxyl, amino, carboxyl, carbonyl, and sulfhydryl groups are discussed and the chemistry of the classes of these groups, as well as that of individual groups within the class using structures, equations and references.
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Applications of Sulfoxides to Asymmetric Synthesis of Biologically Active Compounds
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On the selectivity of deprotection of benzyl, mpm (4-methoxybenzyl) and dmpm (3,4-dimethoxybenzyl) protecting groups for hydroxy functions
TL;DR: In this paper, the 4-methoxybenzyl (MPM) protecting group for hydroxy functions is readily removed with DDQ in dichloromethane containing a small amount of water at room temperature.
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Asymmetric synthesis via axially dissymmetric molecules. 6. Rational designing of efficient chiral reducing agents. Highly enantioselective reduction of aromatic ketones by binaphthol-modified lithium aluminum hydride reagents
Related Papers (5)
Synthesis of Peptides and Proteins without Cysteine Residues by Native Chemical Ligation Combined with Desulfurization
Liang Z. Yan,Philip E. Dawson +1 more