Asymmetric synthesis of CF2-functionalized aziridines by combined strong Brønsted acid catalysis
نویسندگان
چکیده
منابع مشابه
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An original synthetic protocol has been developed for the preparation of highly functionalized tryptamines from 2-hydroxycyclobutanone and secondary arylamines via a solvent-free Brønsted acid catalysed two-step reaction sequence.
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Cationic organic intermediates participate in a wide variety of useful synthetic transformations, but their high reactivity can render selectivity in competing pathways difficult to control. Here, we describe a strategy for inducing enantioselectivity in reactions of protio-iminium ions, wherein a chiral catalyst interacts with the highly reactive intermediate through a network of noncovalent i...
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A method is described which provides for the direct asymmetric catalytic synthesis of trisubstituted aziridines from imines and diazo compounds. While unactivated imines were not reactive to α-diazo carbonyl compounds in which the diazo carbon was disubstituted, N-Boc imines react with both α-diazo esters and α-diazo-N-acyloxazolidinones to give trisubstituted aziridines with excellent diastere...
متن کاملChiral Brønsted acid-catalyzed diastereo- and enantioselective synthesis of CF3-substituted aziridines.
A multicomponent organocatalyzed highly diastereo- and enantioselective synthesis of CF(3)-substituted aziridines is described. This reaction of in situ generated CF(3)CHN(2) and aldimines was realized by chiral Brønsted acid catalysis. The utility of the products is illustrated by easy access to β-CF(3) isocysteine and aziridine-containing dipeptides.
متن کامل1 Lewis Acid – Brønsted Base Catalysis
From the synthetic point of view, organic synthesis via catalytic processes offers many benefits. Catalysis frequently obviates the excessive use of the activating reagents and associated tedious purification processes, thereby offering more environmentally benign synthetic processes. Furthermore, the specific activation mode of a catalyst allows for highly chemoselective transformations that a...
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2020
ISSN: 1860-5397
DOI: 10.3762/bjoc.16.60