Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 87-91-2, Name is (2R,3R)-Diethyl 2,3-dihydroxysuccinate, molecular formula is , belongs to chiral-catalyst compound. In a document, author is Luo, Shi-Peng, Recommanded Product: (2R,3R)-Diethyl 2,3-dihydroxysuccinate.
. Summary of main observation and conclusion We describe the full details of our total synthesis of haliclonin A, a macrocyclic natural product suggested to originate from a common biosynthetic intermediate as sarain A. Central to our synthetic route is the strategic employment of nitromethane for several purposes: (1) as an umpolung surrogate of an aminomethyl group; (2) as an ideal nucleophile for the highly enantioselective catalytic asymmetric conjugate addition to forge the challenging all-carbon quaternary stereogenic center that was used to induce the formations of all other chiral centers of the molecule; and (3) as a C1N1 building block to form the 3-azabicyclo[3.3.1]nonane framework. The realization of this strategy relied on the development of a novel organocatalytic asymmetric conjugate addition of nitromethane to 3-alkenyl cyclohex-2-enone, and the first Pd-promoted intramolecular coupling of a thiocarbamate moiety onto an electron-deficient alkene (enone) to form the 3-azabicyclo[3,3,1]nonane core. The synthesis also features a SmI2-mediated intermolecular reductive coupling of an enone with an aldehyde, ring-closing alkene and alkyne metathesis reactions to build the two aza-macrocycles, and an unprecedented direct transformation of enol into enone.
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Reference:
Chiral Catalysts,
,Chiral catalysts – SlideShare