Top Picks: new discover of (R)-Methyl 3-hydroxy-2-methylpropanoate

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 72657-23-9, Name is (R)-Methyl 3-hydroxy-2-methylpropanoate, molecular formula is C5H10O3. In an article, author is Luo, Shi-Peng,once mentioned of 72657-23-9, Quality Control of (R)-Methyl 3-hydroxy-2-methylpropanoate.

. 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