2,464 research outputs found

    Dienes, Louis -- 1939-42 -- Correspondence, Individual -- letter, 1941-10-17

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    Letter from Dienes, Louis to Sabin, Albert B. dated 1941-10-17.Sabin Collection Fair Use Policy</a

    Dienes, Louis -- 1939-42 -- Correspondence, Individual -- letter, 1939-06-02

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    Letter from Dienes, Louis to Sabin, Albert B. dated 1939-06-02.Sabin Collection Fair Use Policy</a

    Dienes, Louis -- 1939-42 -- Correspondence, Individual -- letter, 1942-05-25

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    Letter from Sabin, Albert B. to Dienes, Louis dated 1942-05-25.Sabin Collection Fair Use Policy</a

    Dienes, Louis -- 1939-42 -- Correspondence, Individual -- letter, 1941-10-01

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    Letter from Sabin, Albert B. to Dienes, Louis dated 1941-10-01.Sabin Collection Fair Use Policy</a

    Dienes, Louis -- 1939-42 -- Correspondence, Individual -- letter, 1941-10-20

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    Letter from Sabin, Albert B. to Dienes, Louis dated 1941-10-20.Sabin Collection Fair Use Policy</a

    Dienes, Louis -- 1939-42 -- Correspondence, Individual -- letter, 1940-11-15

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    Letter from Sabin, Albert B. to Dienes, Louis dated 1940-11-15.Sabin Collection Fair Use Policy</a

    Pleuropneumonia -- 1946-49 -- Other Diseases Researched, Miscellaneous -- letter, 1948-05-27

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    Letter from Dienes, Louis to Sabin, Albert B. dated 1948-05-27.Sabin Collection Fair Use Policy</a

    Requests for Cultures, Slides and Other Materials -- 1935-39 -- Correspondence, Miscellaneous -- letter, 1939-06-08

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    Letter from Dienes, Louis to Sabin, Albert B. dated 1939-06-08.Sabin Collection Fair Use Policy</a

    Electronically Mediated Selectivity in Ring Opening of 1-Azirines. The 3-<i>Z</i> Mode:  Convenient Route to 2-Aza-1,3-dienes

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    Reaction of 1-azirine-3-methylacrylates 1a,b with imidazoles and pyrazoles under mild conditions results in the formation of 2-aza-1,3-dienes 2a−g containing a potential leaving group at the 1-position. Simple alcohols (methanol and ethanol) react similarly with 1a,b in the presence of sodium carbonate to afford 2h−j. Utilization of 2 in the hetero Diels−Alder reaction with electron-deficient dienophiles is described

    Ligand Control in Co-Catalyzed Regio- and Enantioselective Hydroboration: Homoallyl Secondary Boronates via Uncommon 4,3-Hydroboration of 1,3-Dienes

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    Enantiopure homoallylic boronate esters are versatile intermediates because the C–B bond in these compounds can be stereospecifically transformed into C–C, C–O, and C–N bonds. Regio- and enantioselective synthesis of these precursors from 1,3-dienes has few precedents in the literature. We have identified reaction conditions and ligands for the synthesis of nearly enantiopure (er >97:3 to >99:1) homoallylic boronate esters via a rarely seen cobalt-catalyzed [4,3]-hydroboration of 1,3-dienes. Monosubstituted or 2,4-disubstituted linear dienes undergo highly efficient regio- and enantioselective hydroboration with HBPin catalyzed by [(L*)­Co]+[BARF]−, where L* is typically a chiral bis-phosphine ligand with a narrow bite angle. Several such ligands (e.g., i-PrDuPhos, QuinoxP*, Duanphos, and BenzP*) that give high enantioselectivities for the [4,3]-hydroboration product have been identified. In addition, the equally challenging problem of regioselectivity is uniquely solved with a dibenzooxaphosphole ligand, (R,R)-MeO-BIBOP. A cationic cobalt­(I) complex of this ligand is a very efficient (TON >960) catalyst while also providing excellent regioselectivities (rr >98:2) and enantioselectivities (er >98:2) for a broad range of substrates. A detailed computational investigation of the reactions using Co complexes from two widely different ligands (BenzP* and MeO-BIBOP) employing the B3LYP-D3 density functional theory provides key insights into the mechanism and the origins of selectivities. The computational results are in full agreement with the experiments. For the complexes we have examined thus far, the relative stabilities of the diastereomeric diene-bound complexes [(L*)­Co­(η4-diene)]+ lead to the initial diastereofacial selectivity, which in turn is retained in the subsequent steps, providing exceptional enantioselectivity for the reactions
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