Outer-Sphere Control for Divergent Multicatalysis with Common Catalytic Moieties.
JOURNAL OF ORGANIC CHEMISTRY(2019)
Abstract
We herein report two examples of one-pot, simultaneous reactions, mediated by multiple, orthogonal catalysts with the same catalytic motif. First, BINOL-derived chiral phosphoric acids (CPA) and phosphothreonine (pThr)-embedded peptides were found to be matched for two different steps in double reductions of bisquinolines. Next, two pi-methylhistidine (Pmh)-containing peptides catalyzed enantio-and chemoselective acylations and phosphorylations of multiple substrates in one pot. The selectivity exhibited by common reactive moieties is adjusted solely by the appended chiral scaffold through outer-sphere interactions.
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Key words
divergent multicatalysis,common catalytic moieties,outer-sphere
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