A straightforward synthesis of an aminocyclitol based on an enzymatic aldol reaction and a highly stereoselective intramolecular Henry reaction
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چکیده
منابع مشابه
Stereoselective synthesis of activated 2-arylazetidines via imino-aldol reaction.
A simple and efficient synthetic route to substituted N-sulfinyl and N-sulfonyl azetidines is described involving imino-aldol reaction of ester enolates with racemic and non-racemic aldimines for obtaining β-amino esters as a key step. These β-amino esters on subsequent reduction followed by TsCl/KOH mediated cyclization produced the corresponding racemic and non-racemic azetidines with high yi...
متن کاملSynthesis of crispine A analogues via an intramolecular Schmidt reaction
An intramolecular Schmidt reaction strategy for the synthesis of various derivatives of crispine A using azido-ketone as a key intermediate is described.
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 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...
متن کاملA highly enantioselective catalytic intramolecular Stetter reaction.
A family of chiral triazolium salts has been developed for inducing the asymmetric intramolecular Stetter reaction. The use of an aminoindanol-derived catalyst affords optimal results, with the product keto esters formed in 82-97% ee and very good chemical yield. Aromatic and aliphatic aldehydes are equally competent substrates for this reaction. The reaction conditions are reasonably mild and ...
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ژورنال
عنوان ژورنال: Tetrahedron: Asymmetry
سال: 2004
ISSN: 0957-4166
DOI: 10.1016/j.tetasy.2004.06.029