Organocatalytic asymmetric allylic amination of Morita–Baylis–Hillman carbonates of isatins
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چکیده
منابع مشابه
Organocatalytic asymmetric allylic amination of Morita–Baylis–Hillman carbonates of isatins
The investigation of a Lewis base catalyzed asymmetric allylic amination of Morita-Baylis-Hillman carbonates derived from isatins afforded an electrophilic pathway to access multifunctional oxindoles bearing a C3-quaternary stereocenter, provided with good to excellent enantioselectivity (up to 94% ee) and in high yields (up to 97%).
متن کاملOrganocatalytic peroxy-asymmetric allylic alkylation.
The peroxy-asymmetric allylic alkylation of hydroperoxyalkanes with Morita-Baylis-Hillman carbonates was catalysed by modified cinchona alkaloids (up to 93% ee), from which chiral alpha-methylene-beta-hydroxy esters could be efficiently derived.
متن کاملEnantioselective organocatalytic asymmetric allylic alkylation. Bis(phenylsulfonyl)methane addition to MBH carbonates.
The highly enantioselective asymmetric allylic alkylation of Morita-Baylis-Hillman carbonates with bis(phenylsulfonyl)methane is presented. The reaction is simply catalyzed by cinchona alkaloid derivatives affording the final alkylated products in good yields and enantioselectivities.
متن کاملNi-catalyzed asymmetric reductive allylation of aldehydes with allylic carbonates.
This work features first asymmetric Ni-catalyzed reductive coupling of allylic carbonates with aldehydes, which may proceed via allyl-Ni intermediates although Zn was used as the terminal reductant. Moderate to excellent enantiomeric excess was obtained with excellent functional group tolerance.
متن کاملOrganocatalytic chemoselective asymmetric N-allylic alkylation of enamides.
The first Lewis base-catalysed chemoselective asymmetric N-allylic alkylation of enamides with Morita-Baylis-Hillman carbonates has been developed, which affords multifunctional products in moderate to high enantioselectivity (up to 92% ee).
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2012
ISSN: 1860-5397
DOI: 10.3762/bjoc.8.139