Extracurricular laboratory: Discover of (2R,3R,4R,5R)-2-Amino-3,4,5,6-tetrahydroxyhexanal hydrochloride

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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. 1772-03-8, Name is (2R,3R,4R,5R)-2-Amino-3,4,5,6-tetrahydroxyhexanal hydrochloride, molecular formula is C6H14ClNO5. In an article, author is Csaszar, Zsofia,once mentioned of 1772-03-8, Category: chiral-catalyst.

A novel, highly modular approach has been developed for the synthesis of new chiral P,N,N ligands with the general formula Ph2P(CH3)CH(CH2)mCH(CH3)NHCH2CH2(CH2)nN(CH3)(2) and Ph2P(CH3)CHCH2CH(CH3)NHCH2(CH2)(n)-2-Py (m, n = 0, 1). The systematic variation of their P-N and N-N backbone led to the conclusion that the activity, chemoand enantioselectivity in the hydrogenation of alpha,beta-unsaturated ketones are highly dependent on the combination of the two bridge lengths. It has been found that a minor change in the ligand’s structure, i. e. varying the value of m from 1 to 0, can switch the chemoselectivity of the reaction, from 80% C=O to 97% C=C selectivity.

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Reference:
Chiral Catalysts,
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