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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Asymmetric synthesis of 3,4-anti- and 3,4-syn-substituted aminopyrrolidines via lithium amide conjugate addition
Stephen G. Davies,A. Christopher Garner,Euan C. Goddard,Dennis Kruchinin,Paul M. Roberts,Andrew D. Smith,Humberto Rodriguez‐Solla,James E. Thomson,Steven M. Toms +8 more
TL;DR: The diastereoselective conjugate addition of homochiral lithium amides to methyl 4-(N-allyl-N-benzylamino)but-2-enoate has been used as the key step in a simple and efficient protocol for the preparation of 3,4-substituted aminopyrrolidines.
Journal ArticleDOI
Synthesis of optically active forms of seudenol, the pheromone of douglas fir beetle
TL;DR: In this paper, the (R)-(+)-Seudenol (3-methylcyclohex-2-en-1-ol) and its antipode were synthesized from optically active forms of 3-iodocyclohex 2-EN-1 -ol by treatment with Me2CuLi.
Journal ArticleDOI
A new reagent for a very simple and efficient determination of enantiomeric purity of alcohols by 31P NMR
TL;DR: In this paper, a new reagent is described for the determination of enantiomeric excess of chiral alcohols, which allows an accurate analysis by 31P NMR.
Journal ArticleDOI
Pyrrolidinones derived from (S)-pyroglutamic acid. Part 4. α, β-Diaminopyrrolidinones
TL;DR: The conjugate addition of activated nitrogen nucleophiles, such as hydroxylamine and hydrazine derivatives, to α,β-unsaturated bicyclic lactam 1a gave the corresponding β-amino products 9a–g in good yield and excellent diastereoselectivity.
Journal ArticleDOI
Determination of the absolute configuration of chiral secondary alcohols; new advances using 13C- and 2D-NMR spectroscopy
TL;DR: In this paper, the use of 1 H- 13 C and 1 H 1 H 2D COSY correlation experiments substantially enhances the potential of the NMR procedure for determining the absolute configuration of chiral secondary alcohols via their diastereomeric MPA and/or MTPA esters.
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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