Matches in SemOpenAlex for { <https://semopenalex.org/work/W2998035743> ?p ?o ?g. }
- W2998035743 endingPage "1602" @default.
- W2998035743 startingPage "1594" @default.
- W2998035743 abstract "γ-Lactam derivatives with multiple contiguous stereogenic carbon centers are ubiquitous in physiologically active compounds. The development of straightforward and reliable synthetic routes to such chiral structural motifs in a stereocontrolled manner should thus be of importance. Herein, we report a strategy to construct polycyclic γ-lactam derivatives that contain more than two contiguous stereogenic centers in an enantioselective as well as atom-economic manner. Moreover, we have achieved the first enantioselective synthesis of strigolactam derivative GR-24, a racemic variant of which is a potential seed germination stimulator and plant-growth regulator. A key of the procedure presented here is a nickel(0)/chiral phosphoramidite-catalyzed asymmetric [2+2+1] carbonylative cycloaddition between readily accessible ene-imines and carbon monoxide, which proceeded enantioselectively to furnish up to 90% ee (>99% ee after recrystallization). The results of mechanistic studies, including the isolation of a chiral heteronickelacycle, support that the enantioselectivity on the two contiguous carbon atoms of the γ-lactams is determined during the oxidative cyclization on nickel(0)." @default.
- W2998035743 created "2020-01-10" @default.
- W2998035743 creator A5007392127 @default.
- W2998035743 creator A5015755465 @default.
- W2998035743 creator A5037831133 @default.
- W2998035743 creator A5052461703 @default.
- W2998035743 creator A5052844116 @default.
- W2998035743 creator A5062106444 @default.
- W2998035743 creator A5077668887 @default.
- W2998035743 creator A5086183992 @default.
- W2998035743 date "2019-12-23" @default.
- W2998035743 modified "2023-10-13" @default.
- W2998035743 title "Enantioselective Synthesis of Polycyclic γ-Lactams with Multiple Chiral Carbon Centers via Ni(0)-Catalyzed Asymmetric Carbonylative Cycloadditions without Stirring" @default.
- W2998035743 cites W1890937467 @default.
- W2998035743 cites W1966922056 @default.
- W2998035743 cites W1973470895 @default.
- W2998035743 cites W1976545806 @default.
- W2998035743 cites W1977803235 @default.
- W2998035743 cites W1978319235 @default.
- W2998035743 cites W1982832174 @default.
- W2998035743 cites W1989772178 @default.
- W2998035743 cites W1995478624 @default.
- W2998035743 cites W2002834134 @default.
- W2998035743 cites W2007539395 @default.
- W2998035743 cites W2008832426 @default.
- W2998035743 cites W2030816196 @default.
- W2998035743 cites W2036968033 @default.
- W2998035743 cites W2037241396 @default.
- W2998035743 cites W2045388129 @default.
- W2998035743 cites W2060735200 @default.
- W2998035743 cites W2065744761 @default.
- W2998035743 cites W2068351994 @default.
- W2998035743 cites W2069250359 @default.
- W2998035743 cites W2069601042 @default.
- W2998035743 cites W2070690059 @default.
- W2998035743 cites W2083560071 @default.
- W2998035743 cites W2085334127 @default.
- W2998035743 cites W2085836399 @default.
- W2998035743 cites W2087156643 @default.
- W2998035743 cites W2097586443 @default.
- W2998035743 cites W2097670550 @default.
- W2998035743 cites W2097830829 @default.
- W2998035743 cites W2099657019 @default.
- W2998035743 cites W2108579306 @default.
- W2998035743 cites W2110772195 @default.
- W2998035743 cites W2120093248 @default.
- W2998035743 cites W2121939471 @default.
- W2998035743 cites W2126222088 @default.
- W2998035743 cites W2131137391 @default.
- W2998035743 cites W2137041176 @default.
- W2998035743 cites W2139921968 @default.
- W2998035743 cites W2146283030 @default.
- W2998035743 cites W2147141808 @default.
- W2998035743 cites W2148166604 @default.
- W2998035743 cites W2152978465 @default.
- W2998035743 cites W2155289933 @default.
- W2998035743 cites W2162166640 @default.
- W2998035743 cites W2167860123 @default.
- W2998035743 cites W2168198108 @default.
- W2998035743 cites W2171281865 @default.
- W2998035743 cites W2171513236 @default.
- W2998035743 cites W2180234392 @default.
- W2998035743 cites W2249634362 @default.
- W2998035743 cites W2254411779 @default.
- W2998035743 cites W2291776672 @default.
- W2998035743 cites W2298488495 @default.
- W2998035743 cites W2404856190 @default.
- W2998035743 cites W2469877124 @default.
- W2998035743 cites W2471068464 @default.
- W2998035743 cites W2537511135 @default.
- W2998035743 cites W2618783473 @default.
- W2998035743 cites W2622273344 @default.
- W2998035743 cites W2626775272 @default.
- W2998035743 cites W2659015911 @default.
- W2998035743 cites W2729535317 @default.
- W2998035743 cites W2745809079 @default.
- W2998035743 cites W2746702665 @default.
- W2998035743 cites W2795413148 @default.
- W2998035743 cites W2806177526 @default.
- W2998035743 cites W2811257207 @default.
- W2998035743 cites W2906599673 @default.
- W2998035743 cites W2915903681 @default.
- W2998035743 cites W2917413214 @default.
- W2998035743 cites W2939813813 @default.
- W2998035743 cites W2943301655 @default.
- W2998035743 cites W2952222873 @default.
- W2998035743 cites W4232723226 @default.
- W2998035743 cites W4236690562 @default.
- W2998035743 doi "https://doi.org/10.1021/jacs.9b12493" @default.
- W2998035743 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31868355" @default.
- W2998035743 hasPublicationYear "2019" @default.
- W2998035743 type Work @default.
- W2998035743 sameAs 2998035743 @default.
- W2998035743 citedByCount "46" @default.
- W2998035743 countsByYear W29980357432020 @default.
- W2998035743 countsByYear W29980357432021 @default.
- W2998035743 countsByYear W29980357432022 @default.
- W2998035743 countsByYear W29980357432023 @default.