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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The Biomimetic Synthesis and Final Structure Determination of (+)- and (−)-Centrolobine, Naturally Occurring Diarylheptanoid 2,6-cis-Disubstituted Tetrahydro-2H-pyrans
Frank Rogano,Peter Rüedi +1 more
TL;DR: In this article, the enantiomerically pure title compounds were prepared by oxidative cyclization of their optically active diarylheptanoid precursors, which was considered as a biomimetic phenol oxidation via an intermediate quinone methide.
Journal ArticleDOI
Asymmetric synthetic study of macrolactin analogues
TL;DR: In this paper, two aromatic analogues 1a and 1b of macrolactin A were designed with the expectation of enhancing biological activity and metabolical stability by using asymmetric and diastereoselective reactions.
Journal ArticleDOI
Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 17. Preparation of aliphatic amino acid derived γ-alkoxycarbonylamino-β-oxo ylides and pyrolysis to give α,β-acetylenic γ-amino acid and GABA analogues
TL;DR: A series of eleven α-aminoacyl stabilised phosphorus ylides were prepared by condensation of Nalkoxycarbonyl protected amino acids with Ph3PCHCO2Et using a carbodiimide peptide coupling reagent as discussed by the authors.
Journal ArticleDOI
Novel enantioselective synthesis of platelet activating factor and its enantiomer via ring opening of glycidyl tosylate with 1-hexadecanol
TL;DR: Glycidyl tosylates 3 and 3′ were used to synthesize platelet activating factor 1 and its enantiomer 2 in very high optical purity via the ring-opened ether-linked glycerol tosylate 4 and 4′.
Journal ArticleDOI
Enantioselective Synthesis of Optically Pure Amino Alcohol Derivatives by Yeast Reduction
TL;DR: Baker's yeast reduction of nitro-and imide-containing ketones gives the corresponding secondary alcohols in good yields with excellent optical purity as mentioned in this paper, and among the imide groups examined, the ketones with saccharin moiety give the products in the best chemical and optical yields.
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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