Tale of Twisted Molecules. Atropselective Photoreactions: Taming Light Induced Asymmetric Transformations through Non-biaryl Atropisomers
نویسندگان
چکیده
منابع مشابه
Dynamic kinetic resolution of biaryl atropisomers via peptide-catalyzed asymmetric bromination.
Despite the widespread use of axially chiral, or atropisomeric, biaryl ligands in modern synthesis and the occurrence of numerous natural products exhibiting axial chirality, few catalytic methods have emerged for the direct asymmetric preparation of this compound class. Here, we present a tripeptide-derived small-molecule catalyst for the dynamic kinetic resolution of racemic biaryl substrates...
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Atropisomeric biaryl aldehydes undergo diastereoselective condensation with (-)-ephedrine and with a proline-derived diamine, with selectivity highly dependent on solvent, temperature and reaction conditions. Levels of thermodynamic control up to 5:1 may be obtained by heating the diamine with the aldehyde in a sealed tube. Alternatively, crystallisation-induced dynamic transformation allows is...
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Atropisomeric biaryls carrying ortho-hydroxymethyl and formyl groups were made enantioselectively by desymmetrisation of dialdehyde or diol substrates. The oxidation of the symmetrical diol substrates was achieved using a variant of galactose oxidase (GOase), and the reduction of the dialdehydes using a panel of ketoreductases. Either M or P enantiomers of the products could be formed, with abs...
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It has been established that a cationic gold(I)/(R)-DTBM-Segphos or (R)-BINAP complex catalyzes the atropselective intramolecular hydroarylation of alkynes leading to enantioenriched axially chiral 4-aryl-2-quinolinones and 4-arylcoumarins with up to 61% ee.
متن کاملLight-induced fluorescence changes in Chlorella, and the primary photoreactions for the production of oxygen.
The light-induced increases of the effective fluorescence yield in Chlorella are too slow to be primary processes in photosynthesis. The fast transient state (risetime 25 nsec, limited to the first flash) is attributed to a priming reaction for the photosystem that makes oxygen. The slower cyclical process (risetime 3 musec, decay time 200 musec and 2 msec) is attributed to the dark reactions t...
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ژورنال
عنوان ژورنال: Accounts of Chemical Research
سال: 2016
ISSN: 0001-4842,1520-4898
DOI: 10.1021/acs.accounts.6b00357