N-Heterocyclic carbene-catalyzed enantioselective hetero-[10 + 2] annulation
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چکیده
منابع مشابه
N-Heterocyclic Carbene Catalyzed Enantioselective Annulation of Benzothiazolyl Ethyl Acetates with 2-Bromoenals.
An N-heterocyclic carbene catalyzed enantioselective [3+3] annulation of benzothiazolyl acetates with 2-bromoenals has been developed. The protocol provides a direct asymmetric synthesis of dihydro-1H-benzothiazolopyridinones in good to very good yields and medium ee values. In many cases, the virtually enantiopure heterocycles are available through a single recrystallization (99% ee).
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Highly optically pure multisubstituted dihydropyrano[2,3-c]pyrazol-6-(1H)-ones were synthesized via the N-heterocyclic carbene-catalyzed enantioselective [4 + 2] annulation of α-chloroaldehydes and pyrazolone-derived oxodienes.
متن کاملEnantioselective N-heterocyclic carbene-catalyzed synthesis of indenopyrones.
The chiral N-heterocyclic carbene-catalyzed [4 + 2] cyclization of α-chloroaldehydes and arylidene indanediones was developed, giving the corresponding indenopyrones in good yields with high diastereoselectivities and enantioselectivities.
متن کاملEnantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums.
NHC-catalyzed nucleophilic dearomatization of alkyl pyridiniums has been achieved to generate 1,4-dihydropyridines with high enantioselectivity. This is a rare example of catalytic, asymmetric addition of a nucleophile to the activated pyridinium that prefers C-4 functionalization leading to the 1,4-dihydropyridine with high selectivity.
متن کاملN-Heterocyclic carbene-catalyzed [3 + 2] annulation of bromoenals with 3-aminooxindoles: highly enantioselective synthesis of spirocyclic oxindolo-γ-lactams.
The chiral N-heterocyclic carbene-catalyzed [3 + 2] annulation of α-bromoenals and 3-aminooxindoles was developed, giving the corresponding spirocyclic oxindolo-γ-lactams in good yields with high diastereoselectivities and enantioselectivities.
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ژورنال
عنوان ژورنال: Communications Chemistry
سال: 2020
ISSN: 2399-3669
DOI: 10.1038/s42004-020-00425-7