Generation of rhodium enolates via retro-aldol reaction and its application to regioselective aldol reaction
نویسندگان
چکیده
منابع مشابه
Asymmetric aldol reaction via memory of chirality.
Asymmetric aldol reactions of α-amino acid derivatives via memory of chirality were developed. Chiral oxazolidones with contiguous tetra- and trisubstituted chiral centers were obtained in 78-94% ee by the asymmetric aldol reaction followed by intramolecular acylation.
متن کاملA tandem non-aldol aldol Mukaiyama aldol reaction.
[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...
متن کاملOrganic Synthesis: Aldol Condensation Reaction
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.
متن کاملOrganic Synthesis: Aldol Condensation Reaction
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. This 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...
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ژورنال
عنوان ژورنال: Tetrahedron Letters
سال: 2008
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.02.062