Control of chemoselectivity in asymmetric tandem reactions: Direct synthesis of chiral amines bearing nonadjacent stereocenters
نویسندگان
چکیده
منابع مشابه
nano-rods zno as an efficient catalyst for the synthesis of chromene phosphonates, direct amidation and formylation of amines
چکیده ندارد.
Cesium effect: high chemoselectivity in direct N-alkylation of amines.
A novel method for the mono-N-alkylation of primary amines, diamines, and polyamines was developed using cesium bases in order to prepare secondary amines efficiently. A cesium base not only promoted alkylation of primary amines but also suppressed overalkylations of the produced secondary amines. Various amines, alkyl bromides, and alkyl sulfonates were examined, and the results demonstrated t...
متن کاملAsymmetric synthesis of substituted NH-piperidines from chiral amines.
Previously, we reported an efficient asymmetric synthesis of substituted piperidines through an exocyclic chirality induced nitroalkene/amine/enone (NAE) condensation reaction. An effective protecting group strategy was developed herein to achieve enantiopure piperidines (yields up to 92%) with complete chirality retention (ee > 95%). A simple derivatization of the obtained piperidines gave thi...
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2.1. Kinetic Resolution of Alcohols and Amines 2987 2.2. Ketene Acylation 2995 2.3. Cycloadditions 2996 2.3.1. â-Lactone Formation 2996 2.3.2. â-Lactam Formation 2997 2.3.3. Ketene Dimerization 2999 2.4. Halogenation 3000 2.5. Baylis−Hillman Reactions 3000 2.6. Desymmetrization of Cyclic Anhydrides 3002 2.7. C-Acylation 3004 2.8. Cyanation 3004 3. Solid Phase Chemistry 3007 3.1. Solution Cataly...
متن کاملEnantioselective synthesis of benzazepinoindoles bearing trifluoromethylated quaternary stereocenters catalyzed by chiral spirocyclic phosphoric acids.
The first highly enantioselective iso-Pictet-Spengler reaction of C-2-linked o-aminobenzylindoles with trifluoromethyl ketones was developed using chiral spirocyclic phosphoric acids as organocatalysts, which afforded optically active benzazepinoindoles bearing trifluoromethylated quaternary stereocenters.
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ژورنال
عنوان ژورنال: Proceedings of the National Academy of Sciences
سال: 2018
ISSN: 0027-8424,1091-6490
DOI: 10.1073/pnas.1718474115