16537-09-0Relevant articles and documents
Identification of potent and novel small-Molecule inhibitors of caspase-3
Allen, Darin A.,Pham, Phuongly,Choong, Ingrid C.,Fahr, Bruce,Burdett, Matthew T.,Lew, Willard,DeLano, Warren L.,Gordon, Eric M.,Lam, Joni W.,O'Brien, Tom,Lee, Dennis
, p. 3651 - 3655 (2003)
The design and synthesis of a series of novel, reversible, small molecule inhibitors of caspase-3 are described.
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Millard,A.A.,Rathke,M.W.
, p. 4833 - 4835 (1977)
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Azide Radical Initiated Ring Opening of Cyclopropenes Leading to Alkenyl Nitriles and Polycyclic Aromatic Compounds
Muriel, Bastian,Waser, Jerome
supporting information, p. 4075 - 4079 (2021/01/18)
We report herein a radical-mediated amination of cyclopropenes. The transformation proceeds through a cleavage of the three-membered ring after the addition of an azide radical on the strained double bond and leads to tetrasubstituted alkenyl nitrile derivatives upon loss of N2. With 1,2-diaryl substituted cyclopropenes, this methodology could be extended to a one-pot synthesis of highly functionalized polycyclic aromatic compounds (PACs). This transformation allows the synthesis of nitrile-substituted alkenes and aromatic compounds from rapidly accessed cyclopropenes using only commercially available reagents.
A solvent-reagent selection guide for Steglich-type esterification of carboxylic acids
Jordan, Andrew,Sneddon, Helen F.,Sydenham, Jack,Whymark, Kyran D.
supporting information, p. 6405 - 6413 (2021/09/10)
The Steglich esterification is a widely employed method for the formation of esters under mild conditions. A number of issues regarding the sustainability of this transformation have been identified, chiefly the use of hazardous carbodiimide coupling reagents in conjunction with solvents with considerable issues such as dichloromethane (DCM) and N,N-dimethylformamide (DMF). To overcome these issues, we have developed a solvent-reagent selection guide for the formation of esters via Steglich-type reactions with the aim of providing safer, more sustainable conditions. Optimum reaction conditions have been identified after high-throughput screening of solvent-reagent combinations, namely the use of Mukaiyama's reagent (Muk) in conjunction with solvent dimethyl carbonate (DMC). The new reaction conditions were also exemplified through the synthesis of a small selection of building-block like molecules and includes the formation of t-butyl esters.
Catalytic Asymmetric Darzens-Type Epoxidation of Diazoesters: Highly Enantioselective Synthesis of Trisubstituted Epoxides
Jeong, Hye-Min,Nam, Dong Guk,Ryu, Do Hyun,Shim, Su Yong
supporting information, p. 22236 - 22240 (2021/09/13)
Highly enantioselective Darzens-type epoxidation of diazoesters with glyoxal derivatives was accomplished using a chiral boron–Lewis acid catalyst, which facilitated asymmetric synthesis of trisubstituted α,β-epoxy esters. In the presence of a chiral oxazaborolidinium ion catalyst, the reaction proceeded in high yield (up to 99 %) with excellent enantio- and diastereoselectivity (up to >99 % ee and >20:1 dr, respectively). The synthetic potential of this method was illustrated by conversion of the products to various compounds such as epoxy γ-butyrolactone, tertiary β-hydroxy ketone and epoxy diester.
