Concept

Chiral auxiliary

Related publications (188)

Chiral Monodentate Trialkylphosphines Based on the Phospholane Architecture

Nicolai Cramer, Tanguy Jean Daniel Saget, Pavel Alexandrovich Donets

The development of efficient chiral monodentate phosphine ligands lags behind that of the bidentate congeners. This holds especially true for highly electron rich chiral phosphine analogues able to replace the ubiquitous tricyclohexylphosphine and tri-tert ...

Amer Chemical Soc2012

Stereoselectivity and electrostatics in charge-transfer Mn- and Cs-TCNQ(4) networks on Ag(100)

Klaus Kern, Andrea Floris, Sebastian Stepanow, Tzu-Chun Tseng, Nasiba Abdurakhmanova

Controlling supramolecular self-assembly is a fundamental step towards molecular nanofabrication, which involves a formidable reverse engineering problem. It is known that a variety of structures are efficiently obtained by assembling appropriate organic m ...

Nature Publishing Group2012

Efficient Asymmetric Synthesis of Long-Chain Polyketides Containing up to Ten Contiguous Stereogenic Centres by Double Chain Elongation

Pierre Vogel, Rosario Scopelliti, Maris Turks

The 2,3-anti-3,4-syn-stereotriad (1Z,2S,3R,4S)-1-ethylidene-2,4-dimethyl-3-[(1S)-1-phenylethoxy]-5-oxopent-1-yl isobutyrate {(-)-8, obtained in a one-pot operation from the trimethylsilyl (Z)-enol ether derived from pentan-3-one and (1E,3Z)-1[(1S)-phenylet ...

2011

Chiral Phosphoric Acid-Catalyzed Enantioselective Three-Component Povarov Reaction Using Enecarbamates as Dienophiles: Highly Diastereo- and Enantioselective Synthesis of Substituted 4-Aminotetrahydroquinolines

Jieping Zhu

A chiral phosphoric acid (5)-catalyzed three-component Povarov reaction of aldehydes 2, anilines 3, and enecarbamates 4 afforded cis-4-amino-2-aryl(alkyl)-1,2,3,4-tetrahydroquinolines 1 in high yields with excellent diastereoselectivities (>95%) and almost ...

2011

Enantioselective Rhodium(I)-Catalyzed [3+2] Annulations of Aromatic Ketimines Induced by Directed C?H Activations

Nicolai Cramer, Duc Tran Ngoc

Triple selectivity: Highly substituted indenylamines can be obtained with high enantioselectivity by formal [3+2] additions of aryl ketimines with internal alkynes. These rhodium(I)-catalyzed processes proceed by selective C-H activation of one of the two ...

2011

Asymmetric Synthesis of 2,4,6-Trideoxy-4-(dimethylamino)-3-C-methyl-Llyxohexopyranose (Lemonose)

Jieping Zhu, Nicolas George

L-Lemonose, the glycosidic part of (–)-lemonomycin, has been synthesized in ten steps with 18% overall yield from Dthreonine. The key steps are a double, highly diastereoselective Grignard addition to a Weinreb amide and a chemoselective oxidation of a pri ...

Georg Thieme Verlag2011

Chiral Phosphoric Acid-Catalyzed Enantioselective Transfer Hydrogenation of ortho-Hydroxyaryl Alkyl N-H Ketimines

Qian Wang

The ﬁrst enantioselective chiral phosphoric acid-catalyzed transfer hydrogenation of unprotected ortho-hydroxyaryl alkyl N-H ketimines using Hantszch di-tert-butyl ester as a reductant is reported. A variety of ortho-hydroxybenzylamines were obtained in go ...

American Chemical Society2010

Short Diastereoselective Synthesis of the C1-C13 (AB Spiroacetal) and C17-C28 Fragments (CD Spiroacetal) of Spongistatin 1 and 2 through Double Chain-Elongation Reactions

Pierre Vogel, Christopher Flowers

A unique and practical synthetic sequence for rapid access to polyketides and to further the spiroacetals derived from them, which utilizes a bidirectional Hosomi-Sakurai allylation approach around key allylsilanes in the synthesis of the AB and CD ring sy ...

2010

Stereoselective syntheses of polyhydroxylated azepane derivatives from sugar-based epoxyamides. Part 1: synthesis from D-mannose

Pierre Vogel, Claudia Bello

An approach to the synthesis of polyhydroxyazepane derivatives from sugar-based epoxyamides or epoxyalcohols, in which the total regioselective epoxide opening by nitrogen nucleophiles is the key step, is described. Thus, novel polyhydroxyazepane carboxami ...

2010

Rhodium(I)-Catalyzed Enantioselective Activation of Cyclobutanols: Formation of Cyclohexane Derivatives with Quaternary Stereogenic Centers

Nicolai Cramer

The activation of carbon-carbon œÉ bonds is a complementary method to access uncommon and difficult-to-prep. organometallic species. Herein, we describe the activation of tert-cyclobutanols through an enantioselective insertion of a chiral rhodium(I) compl ...

Wiley-VCH Verlag GmbH & Co. KGaA2010

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