Regioselective Aldol Addition Reaction of Nitroalkane Dianions.
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منابع مشابه
Anti-selective and regioselective aldol addition of ketones with aldehydes using MgI2 as promoter
The first example of a direct aldehyde–ketone coupling using the secondary amine piperidine as base in the presence of MgI2 to generate high selectivity of anti-aldol products from unmodified ethyl ketones in high yield is reported. The coupling reactions were carried out in a one-pot reaction by mixing four reaction components at room temperature. In the case of unsymmetrical ketones, addition...
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[reaction: see text] A new one-pot tandem aldol process is described in which a secondary epoxy silyl ether is converted into the 1,5-bis-silyloxy-3-alkanone in good yield. Thus, treatment of the epoxy silyl ether 8 with TBSOTf and base affords the silyl enol ether 9 via non-aldol aldol rearrangement and addition of benzaldehyde and TBSOTf gives the ketone 10 with 4:1 syn selectivity. The diast...
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The stereoselective aldol reaction represents one of the major challenges of modern synthetic organic chemistry.1 Many useful methodologies have been reported during the last few decades. For instance, 1,2-asymmetric induction in the aldol reaction of a-alkoxy aldehydes with silyl enol ethers or ketene silyl acetals is well-established.2 The aldol reaction between a-alkoxy aldehydes and a malon...
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In an "aldol addition" reaction an enol or enolate of an aldehyde or ketone reacts with a second aldehyde or ketone forming a new carbon-carbon bond which makes the aldol reaction an important reaction for organic synthesis. Originally, the aldol reaction used ethanal (see below) and therefore the product contained both an aldehyde and an alcohol functional group; thus it became known as the al...
متن کاملUnexpected syn hydride migration in the non-aldol aldol reaction.
[structure: see text] Non-aldol aldol rearrangement of the epoxy silyl ether 13b afforded the expected anti methyl ketone 14, while the diastereomeric epoxy silyl ether 13a afforded the syn methyl ketone 8b via an unprecedented syn hydride migration. Calculations suggest that this unusual reaction proceeds via the carbocation, which cannot easily rotate due to steric hindrance.
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ژورنال
عنوان ژورنال: NIPPON KAGAKU KAISHI
سال: 2002
ISSN: 0369-4577
DOI: 10.1246/nikkashi.2002.475