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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Short and practical syntheses of(R)-(−)-carnitine and (R)-(−)-γ-amino-β-hydroxybutyric acid (GABOB)
TL;DR: Short and practical syntheses of (R )-(−)-carnitine and (R ǫ)-γ-amino-β-hydroxybutyric acid have been developed, both commencing with the catalytic asymmetric dihydroxylation of allyl bromide.
Journal ArticleDOI
Insights into long-range structural effects on the stereochemistry of aldol condensations: a practical total synthesis of desoxyepothilone F.
Chulbom Lee,Zhicai Wu,Fei Zhang,Mark D. Chappell,Shawn J. Stachel,Ting-Chao Chou,Yongbiao Guan,Samuel J. Danishefsky +7 more
TL;DR: Dramatic stereochemical long-range effects uncovered during the study are described, and a working model to explain these effects has emerged and found ready application in the total synthesis of dEpoB.
Journal ArticleDOI
Synthesis of Psymberin Analogues: Probing a Functional Correlation with the Pederin/Mycalamide Family of Natural Products
TL;DR: It is speculated that, despite their structural resemblance, psymberin and pederin/mycalamide induce toxicity through different mechanisms.
Journal ArticleDOI
Enantioselective hydrogenation of ethyl pyruvate over Pt/alumina: systematic variation of the modifier structure
Andreas Pfaltz,Thomas Heinz +1 more
TL;DR: A series of enantiomerically pure amino alcohols and amines has been prepared and tested as modifiers in the enantioselective hydrogenation of ethyl pyruvate over Pt/alumina as mentioned in this paper.
Journal ArticleDOI
Asymmetric dihydroxylation of enynes
TL;DR: In this paper, catalytic asymmetric dihydroxylations of 1,3-enynes were studied using 9-O-(9′-phenanthryl) dihydroquinidine (PHN-DHQD) 1 and 1,4-bis-(9-O-dihydrocinidine) phthalazine (DHQ-D2-PHAL) 2.
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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
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.