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
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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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Studies on steroidal plant-growth regulators. Part 33. Novel method for construction of the side-chain of 23-arylbrassinosteroids via Heck arylation and asymmetric dihydroxylation as key steps
Liang-Fu Huang,Wei-Shan Zhou +1 more
TL;DR: An efficient method for construction of the 23-arylbrassinosteroidal side-chain is described via Heck coupling and asymmetric osmylation as key steps.
Journal ArticleDOI
A modification of the asymmetric dihydroxylation approach to the synthesis of (S)-2-arylpropanoic acids
TL;DR: In this article, catalytic hydrogenolysis of (S)-2-phenyl-1,2-propanediol (2), prepared by an asymmetric dihydroxylation of α-methylstyrene (1) with AD-mix-α, over Pearlman's catalytic catalyst gave (S) 2-propanoic acid anti-inflammatory agents, such as ibuprofen (8) and naproxen (13).
Journal ArticleDOI
Asymmetric oxidation of enol phosphates to α-hydroxy ketones using Sharpless reagents and a fructose derived dioxirane
TL;DR: In this article, asymmetric oxidation of a variety of differently substituted, acyclic and cyclic enol phosphates using the Sharpless AD-reagents AD-mix-α and ADmix-β, and a fructose derived chiral ketone as a catalyst, afforded the corresponding α-hydroxy ketones in high enantioselectivity and good yield.
Journal ArticleDOI
Pyridinium N‐Phenolate Betaine Dyes and Their Application to the Characterization of the Polarity of Solvents, XXII. Syntheses and UV/Vis Spectroscopic Properties of Solvatochromic, Halochromic, and Chiro‐Solvatochromic Pyridinium N‐Phenolate Betaine Dyes with Four Stereogenic Centers
TL;DR: In this paper, the absolute configuration at the four stereogenic centers of the chiral betaine dyes has been confirmed by X-ray crystal structure analysis of the intermediate phenol 14a (Figure 1).
Journal ArticleDOI
Chemoenzymatic synthesis of α′- and α-acetoxylated cyclic ketones
TL;DR: In this article, α, β-Unsaturated and saturated cyclic ketones were selectively oxidized at the α and α-positions using Mn(OAc) 3 and Pb(OAC) 4, respectively, resulting in high chemical yields.
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.