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Stereoselective Synthesis of Tetrahydropyran-2,4-diols by a Simple Domino Aldol-Aldol Hemiacetal One-Pot Reaction
✍ Scribed by Michael Schmittel; Manas K. Ghorai; Andreas Haeuseler; Wolfgang Henn; Thomas Koy; Rolf Söllner
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 148 KB
- Volume
- 1999
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
A new metal-directed (Ti, Zr, Al, In, Sn) domino aldol-aldol highly stereoselective de-novo synthesis of tetrahydropyran-2,4-diols containing five stereogenic centers. hemiacetal reaction is presented that can be used for the [a] FB 8 Ϫ OC 1 (Chemie-Biologie) UniversitätϪGH Siegen to NMR-spectroscopic and X-ray analysis, [11] compound 3
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## Abstract The highly enantioselective organocatalytic domino aza‐Michael/aldol reaction is presented. The unprecedented, chiral amine‐catalyzed asymmetric domino reactions between 2‐aminobenzaldehydes and α,β‐unsaturated aldehydes proceed with excellent chemo‐ and enantioselectivity to give the c