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Manfred T. Reetz 《Angewandte Chemie (International ed. in English)》1982,21(2):96-108
Carbonyl compounds undergo α-alkylation via the corresponding silyl enol ethers using SN1 active alkyl halides or acetates in the presence of Lewis acids. This methodology extends the scope of carbonyl chemistry considerably, since SN1 active alkylating agents are generally base sensitive and therefore unsuitable for reactions with enolate anions or nitrogen analogs. A prime example is the α-tert-alkylation of aldehydes, ketones and esters. 相似文献
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The readily accessible α-diazo carbonyl compounds are distinguished by their high reactivity, which opens up a variety of preparative applications under modified conditions. Wolff rearrangements of these compounds, induced thermally, photochemically, or catalytically, afford ketenes. Free and complexed carbenes, 1,3-dipoles, 1,3-diradicals, and the antiaromatic oxirenes have been considered as intermediates or transition states. The present progress report attempts to integrate preparative and theoretical aspects. 相似文献
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Synthesis of Phenanthrene Derivatives through the Reaction of an α,α‐Dicyanoolefin with α,β‐Unsaturated Carbonyl Compounds 下载免费PDF全文
Abdolali Alizadeh Seyed Yasub Hosseini Hadi Sedighian Fahimeh Bayat 《Helvetica chimica acta》2015,98(10):1426-1434
Phenanthrene derivatives were prepared by reacting an α,α‐dicyanoolefin with different α,β‐unsaturated carbonyl compounds resulting from Wittig reaction of ninhydrin and phosphanylidene or condensation of barbituric acid and an aldehyde. The easy procedure, mild and metal‐catalyst free, reaction conditions, good yields, and no need for chromatographic purifications are important features of this protocol. The structures of the product of type 3 and 5 were corroborated spectroscopically (IR, 1H‐ and 13C‐NMR, and EI‐MS). A plausible mechanism for this type of reaction is proposed (Scheme 1). 相似文献
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Metal‐Free Oxidative Radical Addition of Carbonyl Compounds to α,α‐Diaryl Allylic Alcohols: Synthesis of Highly Functionalized Ketones 下载免费PDF全文
Xue‐Qiang Chu Hua Meng You Zi Prof. Dr. Xiao‐Ping Xu Prof. Dr. Shun‐Jun Ji 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(51):17198-17206
A metal‐free direct alkylation of simple carbonyl compounds (ketones, esters, and amides) with α,α‐diaryl allylic alcohols is described. The protocol provides facile access to highly functionalized dicarbonyl ketones by a radical addition/1,2‐aryl migration cascade. The regioselectivity of the reaction was precisely controlled by the nature of the carbonyl compound. 相似文献
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