ScholarLens Back to search
2013•European Journal of Organic ChemistryOpen access

Biomimetic syn‐Aldol Reaction of Dihydroxyacetone Promoted by Water‐Compatible Catalysts

Oskar Popik, Bartosz K. Zambroń, Jacek Młynarski

Open full text 7 citations

Abstract

Abstract The syn‐selective direct aldol reaction of unprotected dihydroxyacetone with glyceraldehyde has been catalyzed by serine‐based organocatalysts. The application of the catalysts mimics the biosynthesis of ketohexoses in aqueous solvents and leads to fructose and sorbose with excellent diastereoselectivity (up to 95:5 dr). The organocatalytic C3 + C3 methodology presented herein is a versatile direct entry to protected syn‐configured sugars of both the D and L series.

About this research paper

What this paper is about

Abstract The syn‐selective direct aldol reaction of unprotected dihydroxyacetone with glyceraldehyde has been catalyzed by serine‐based organocatalysts. The application of the catalysts mimics the biosynthesis of ketohexoses in aqueous solvents and leads to fructose and sorbose with excellent diastereoselectivity (up to 95:5 dr). The organocatalytic C3 + C3 methodology presented herein is a versatile direct entry to protected syn‐configured sugars of both the D and L series.

Why it matters

OpenAlex reports 7 citations for this work. Citation counts describe recorded attention and do not establish research quality.

Key contribution

A contribution statement is not available in the OpenAlex record.

Method / approach

Method details are not available in the OpenAlex metadata.

Main findings

Findings are not separately available in the OpenAlex metadata.

Limitations

Limitations are not available in the OpenAlex metadata.

Applications

Application details are not available in the OpenAlex metadata.

Available abstract

Abstract The syn‐selective direct aldol reaction of unprotected dihydroxyacetone with glyceraldehyde has been catalyzed by serine‐based organocatalysts. The application of the catalysts mimics the biosynthesis of ketohexoses in aqueous solvents and leads to fructose and sorbose with excellent diastereoselectivity (up to 95:5 dr). The organocatalytic C3 + C3 methodology presented herein is a versatile direct entry to protected syn‐configured sugars of both the D and L series.

Key concepts: Dihydroxyacetone, Aldol reaction, Chemistry, Glyceraldehyde, Catalysis, Dihydroxyacetone phosphate, Organocatalysis, Organic chemistry

Related papers

Related paper 1Related paper 2Related paper 3
Back to paper searchBrowse research topicsOriginal source
Biomimetic syn‐Aldol Reaction of Dihydroxyacetone Promoted by Water‐Compatible Catalysts — Research Paper | ScholarLens