Journal ArticleDOI
New ligands double the scope of the catalytic asymmetric dihydroxylation of olefins
K. Barry Sharpless,Willi Amberg,Matthias Beller,Hou Chen,Jens Hartung,Yasuhiro Kawanami,Doris Lubben,Eric Manoury,Yasukazu Ogino,Tomoyuki Shibata,Tatsuzo Ukita +10 more
TLDR
Improved ligands render terminal olefins good substrates for the osmium-catalyzed asymmetric dihydroxylation (ADH) process as discussed by the authors.Abstract:
Improved ligands render terminal olefins good substrates for the osmium-catalyzed asymmetric dihydroxylation (ADH) process, and the amounts of chiral ligand and osmium catalyst required diminish dramaticallyread more
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Total Synthesis of (+)-Tanikolide, Using Regioselective Elimination of a Vicinal Dibromoalkane
TL;DR: The total synthesis of (+)-tanikolide, a bioactive δ-lactone of marine origin, was successfully accomplished by utilizing a bromoalkene derivative conveniently synthesized from the corresponding 1-acyl... as mentioned in this paper.
Journal ArticleDOI
On the mechanism of osmium catalyzed asymmetric dihydroxylation (ADH) of alkenes
TL;DR: Dihydroquinidine and dihydroquinine bisesters of malonic acid, adipic acid and terephthalic acids are used as chiral auxiliaries for osmium tetroxide catalysed asymmetric dihydroxylation of alkenes as discussed by the authors.
Journal ArticleDOI
Synthesis and structure elucidation of a novel ecdysteroid, gerardiasterone
TL;DR: The structure of a novel ecdysteroid, gerardiasterone, is elucidated as 2a by its synthesis employing a diastereoselective dihydroxylation of the E-olefin 22 as a key step.
Reference EntryDOI
Asymmetric Dihydroxylation of Alkenes
Journal ArticleDOI
Aggregation pheromones in Dryocoetes affaber (Mann.) (Coleoptera: Scolytidae): stereoisomerism and species specificity
TL;DR: It is concluded that the combined effect of chirality and the ratio of geometrical isomers of brevicomin determines both the level of response and the species-specificity of the chemical signal inD. affaber.
References
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Journal ArticleDOI
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
PatentDOI
First practical method for asymmetric epoxidation
Tsutomu Katsuki,K. B. Sharpless +1 more
TL;DR: In this article, a metal alkoxide is used as a catalyst, where the metal has a coordination number of at least four, and at least one, usually two, of the alkoxide groups bonded to the metal are bonded to asymmetric carbon atoms.
Journal ArticleDOI
Asymmetric dihydroxylation via ligand-accelerated catalysis
TL;DR: Dihydroxylation asymetrique de composes ethyleniques du type styrene, vinylcyclohexane, hexene-3 en les glycols correspondants as mentioned in this paper.
Journal ArticleDOI
Asymmetric induction in the reaction of osmium tetroxide with olefins
Journal ArticleDOI
An improved synthesis of the taxol side chain and of RP 56976
TL;DR: In this paper, the methode presentee se fait au depart de phenyl-3 dihydroxy-2,3 propionate de methyle via epoxydation, et d'azoture de sodium.