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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Prostaglandin chemistry—V : Synthesis of new prostaglandin synthons; 4(R)-(+)- and 4(S)-(−)-t-butyldimethylsiloxycyclopent-2-en-1-one
TL;DR: Optically active prostaglandin intermediates, 4(R )-(+)- and 4( S )-(−)-hydroxycyclopent-2-en-1-one derivatives, were synthesized from 3( R ),5( R )-diacetoxycyclopent -1-ene, 3 ( R ) -acetoxy-5 (R )-hydroxy-cyclopent 1-ene and 3( S ),5 (S )-Dihydroxy-cyclopent-1 -ene obtained by microbiological hydrolysis of 3,5
Journal ArticleDOI
Enantioselective synthesis of an all-syn four vicinal fluorine motif.
TL;DR: A stereoselective synthesis of an all-syn four vicinal fluorine motif as a single enantiomer is reported, and the resulting structure displays gauche relationships between all four fluorines, consistent with the fluorine gauche effect, and CF...HC hydrogen bonding between adjacent fluoroalkyl chains.
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Efficient Mitsunobu Reactions with N-Phenylfluorenyl or N-Trityl Serine Esters
Robert J. Cherney,Li Wang +1 more
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Formation of C ? C bonds by mandelonitrile lyase in organic solvents
TL;DR: The enzymatic reaction was carried out under conditions where the importance of the spontaneous reaction was negligible and high enantiomeric purity of D‐mandelonitrile was achieved (at least 98% enantiomersic excess).
Journal ArticleDOI
Observations on Sn-Li exchange in α-aminoorganostannanes and the configurational stability of non-stabilized α-aminoorganolithiums
TL;DR: The α-aminoorganolithiums formed are configurationally stable for short times at low temperatures as mentioned in this paper and can be trapped with electrophiles if the amine moiety contains a methoxyethyl group.
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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