Regio- and Stereoselective Aminopentadienylation of Carbonyl Compounds
نویسندگان
چکیده
منابع مشابه
Regio- and stereoselective aminopentadienylation of carbonyl compounds.
A simple and robust protocol is detailed for the preparation of enantioenriched α-substituted (1,4-pentadien-3-yl)amine derivatives. The methodology involves the addition of an in situ formed pentadienyl indium reagent to chiral tert-butylsulfinimines, previously formed in the same pot. The addition takes place with excellent γ-regio- and diastereoselectivity for a wide range of carbonyl compou...
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The optimal conditions for regio- and stereoselective epoxide ring opening of N,N-disubstituted 1,2-epoxy-3-aminocyclopentanes by different nucleophilic reagents have been developed. The substituents on the nitrogen atom in the epoxide precursor and the orientation of the oxirane ring are crucial for the reaction outcome. Thus, treatment of (1RS,2SR,3SR)-1,2-epoxy-3-(N,N-dibenzylamino)cyclopent...
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A highly regio- and stereoselective oxysulfonylation of allenes was developed that provided direct access to 2-sulfonyl allylic alcohols in good yields. By means of dioxygen activation, selective difunctionlization of allenes could be successfully achieved under mild metal-free conditions. Preliminary mechanistic investigation disclosed that this transformation probably goes through a radical p...
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Selective transformations of limonene by asco- and basidiomycetes were investigated. On the shake flask scale, Penicillium citrinum hydrated R-(+)-limonene to a-terpineol [83% regioselectivity (rs), more than 80 mg l(-1) product yield], and Gongronella butleri catalysed the terminal oxidation to yield perillyl alcohol (60% rs, 16 mg l(-1)). On the laboratory bioreactor scale, Penicillium digita...
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Titanocene(II)-promoted cross-coupling between (Z)-alkenyl methyl sulfones and terminal allenes produced 1,4-dienes regioselectively via the formation of 2-alkylidenetitanacyclopentanes. Preferential formation of E,Z-dienes was observed in the reaction using aryl-, amino-, and phosphinylallenes.
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ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2014
ISSN: 0022-3263,1520-6904
DOI: 10.1021/jo402854z