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Comprehensive Asymmetric Catalysis (Comprehensive Overviews - download pdf or read online

By Eric N. Jacobsen, Andreas Pfaltz, Hisashi Yamamoto

ISBN-10: 3540146954

ISBN-13: 9783540146957

Accomplished uneven Catalysis significantly reports tools for the catalytic practise of chiral natural compounds. This significant reference set provides the state-of- the-art during this region. The across the world acclaimed editors and the participants, who're famous specialists within the box, warrantly the authoritative and well timed assurance. This set is not just the central reference resource for artificial natural chemists, but in addition for all clinical researchers who require chiral compounds of their paintings (for instance in biochemical investigations and molecular medication) in addition to for pharmaceutical chemists, agricultural chemists and different business researchers who arrange chiral compounds. The CD-ROM contains the whole textual content seek and a state of the art photo substructure seek regimen for compounds and reactions. hence, bettering the price of the e-book set.

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Pfaltz et al. performed enantioselective reduction of α,β-unsaturated esters by sodium borohydride in ethanol in the presence of semicorrin 16-CoCl2 catalyst (Scheme 11), with some enantioselectivities reaching 96% ee [58b]. Asymmetric dihydroxylation of isolated C=C was achieved by Sharpless et al. [59] using OsO4 in catalytic amounts in the presence of a chiral amine in an organic solvent and water, a tertiary amine N-oxide being the secondary oxidant. The chiral catalyst is O-protected dihydroquinine or dihydroquinidine, which binds to osmium by the quinuclidine nitrogen.

NaOMe BnOH2C OH N O (6) OH H HO H OH Homoalexine N HOH2C O Me N3 PPh3 O OBn Bz2O OBz Scheme 2 Me N Bz Me N=PPh3 OBn BnO BnO Me N (7) 5 Basic Principles of Asymmetric Synthesis CO2Me H MeO Me MeO2C Ph H MeO Me (8) OTs H Ph H H3COOC MeO MeO MeO Br COOCH3 DMF O (9) 140 °C O - MeBr O Scheme 3 reactions of stabilized carbanions with secondary tosylates or bromides are normally unreliable and low-yielding. An exception is formulated in reaction (8) (Scheme 3) [9]. In a suitable geometric array phenolic methyl ethers undergo SN2-ring closure under concomitant demethylation [reaction (9) in Scheme 3] [12].

3 SE2'-Displacements . . . . . . . . . . . 4 Wagner-Meerwein-Type 1,2-Migrations . . . . . 5 Sigmatropic Rearrangements . . . . . . . . 1 Claisen-Rearrangements. . . . . . . . . . 2 [2,3]-Wittig Rearrangements . . . . . . . . 2 The Problem of Stereoselectivity . . . . . . . 1 Substrate Controlled Reactions . . . . . . . . 1 Active Substrate Control . . . . . . . . . . 2 Passive Substrate Control . . . . . . .

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Comprehensive Asymmetric Catalysis (Comprehensive Overviews in Chemistry) by Eric N. Jacobsen, Andreas Pfaltz, Hisashi Yamamoto


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