Journal ArticleDOI
.alpha.-Methoxy-.alpha.-trifluoromethylphenylacetic acid, a versatile reagent for the determination of enantiomeric composition of alcohols and amines
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This article is published in Journal of Organic Chemistry.The article was published on 1969-09-01. It has received 2312 citations till now. The article focuses on the topics: Reagent.read more
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Accurate determination of the extent to which the SE2' reactions of an allenylsilane are stereospecifically anti
Michael J. C. Buckle,Ian Fleming +1 more
TL;DR: The allenylsilane 1 has been prepared in high enantiomeric purity (98% e.g. as discussed by the authors ) and its SE2′ reaction with adamantyl chloride and isobutyraldehyde are stereospecifically anti to a very high degree (>99:1).
Journal ArticleDOI
Diastereo‐ and Enantioselective Synthesis of Carbocyclic and Heterocyclic β‐Amino Acids by Tandem Aza Michael Addition/Intramolecular Cyclization
Dieter Enders,J. Wiedemann +1 more
TL;DR: In this paper, the stereoselective conjugate addition of (S)-(−)-1-(trimethylsilylamino)-2-(methoxymethyl)pyrrolidine (TMS-SAMP) to ω-halide-substituted α,β-unsaturated esters 1 is utilized to prepare carbocyclic and heterocyCLic β-amino acids 2 and 5 of high diastereo- and enantiomeric purity via the corresponding β-hydrazino esters by selective intramole
Journal ArticleDOI
Determination of the absolute stereochemistry of alcohols and amines by NMR of the group directly linked to the chiral derivatizing reagent
TL;DR: In this article, it was shown that the asymmetry of the substrate (alcohol or amine) leads to the redistribution of the conformer populations of their methoxyphenylacetic acid (MPA) or methoxytrifluoromethylphenylacetamide (MTPA) derivatives rather than to the distortion of conformer geometry as was postulated by Mosher.
Journal ArticleDOI
Chirality sensing by nonchiral porphines
Jan Labuta,Shinsuke Ishihara,Atsuomi Shundo,Atsuomi Shundo,Satoshi Arai,Shinji Takeoka,Katsuhiko Ariga,Jonathan P. Hill +7 more
Related Papers (5)
Nuclear magnetic resonance enantiomer regents. Configurational correlations via nuclear magnetic resonance chemical shifts of diastereomeric mandelate, O-methylmandelate, and .alpha.-methoxy-.alpha.-trifluoromethylphenylacetate (MTPA) esters
James A. Dale,Harry S. Mosher +1 more