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11.
Khalil Yamani Hugo Pierre Dr. Alexis Archambeau Dr. Christophe Meyer Prof. Dr. Janine Cossy 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(42):18663-18667
Catalytic enantioselective access to disubstituted functionalized gem-difluorocyclopropanes, which are emerging fluorinated motifs of interest in medicinal chemistry, was achieved through asymmetric transfer hydrogenation of gem-difluorocyclopropenyl esters, catalyzed by a Noyori–Ikariya (p-cymene)-ruthenium(II) complex, with (N-tosyl-1,2-diphenylethylenediamine) as the chiral ligand and isopropanol as the hydrogen donor. The resulting cis-gem-difluorocyclopropyl esters were obtained with moderate to high enantioselectivity (ee=66–99 %), and post-functionalization reactions enable access to valuable building blocks incorporating a cis- or trans-gem-difluorocyclopropyl motif. 相似文献
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When N-Boc protected pyrrolidinone derivatives are treated by Dibal-H and then by quinolinium camphorsulfonate, they are converted into their corresponding enecarbamate. 相似文献
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Synthetic studies devoted to the development of a convergent approach toward phoslactomycins and leustroducsins, a family of natural products inhibitors of serine/threonine phosphatase 2A, are reported. A formal synthesis of phoslactomycin B was achieved in which the key steps are a [2,3]-Wittig rearrangement to control the C4 and C5 stereocenters, a diastereoselective addition of an acetylenic Grignard reagent to an α-alkoxy ketone to create the C8 tertiary alcohol, and a relay ring-closing metathesis to construct the α,β-unsaturated δ-lactone. In this approach, all the stereocenters originate, either directly or indirectly, from catalytic enantioselective reductions of acetylenic ketones. 相似文献
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The major constituent of the petroleum ether extract of the root ofCentaurea incana was identified as (8Z, 11Z, 14Z)-1,8,11,l4-heptadecatetraene (Aplotaxene 1). A convergent and highly stereoselective synthesis of this compound is reported. 相似文献
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Laurine Gonnard Dr. Amandine Guérinot Prof. Janine Cossy 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(36):12797-12803
A cobalt‐catalyzed cross‐coupling between 3‐ and 4‐iodopiperidines and Grignard reagents is disclosed. The reaction is an efficient, cheap, chemoselective, and flexible way to functionalize piperidines. This coupling was used as the key step to realize a short synthesis of (±)‐preclamol. Some mechanistic investigations were conducted that highlight the formation of radical intermediates. 相似文献
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[2,3]-Wittig rearrangements of (E)-3-aza-allylic alcohol derivatives can provide access to syn or anti optically enriched 1,2-aminoalcohols by using a chirality transfer or a chiral auxiliary. 相似文献
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[structure: see text] Hsp90 has recently emerged as a promising biological target for treatment of cancer. Herbimycin A and other members of the benzoquinoid ansamycin class of natural products are known to inhibit Hsp90 activity. The total synthesis of herbimycin A was achieved from the commercially available Roche ester 1 by using allylmetals to control the stereogenic centers at C6, C7, C10, C11, and C12 and a ring-closing metathesis to control the (Z)-double bond of the (E,Z)-dienic moiety. 相似文献
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Highly enantioselective rearrangement of beta-amino alcohols was realized by using a catalytic amount of trifluoroacetic anhydride. 相似文献