Record number :
1104692
Title of article :
A simple and efficient synthesis of enantiomeric (3aRS,4RS,6aSR)-4-hydroxy-3,3a,4,6a-tetrahydro-1H-cyclopenta[c]furan-1-ones
Author/Authors :
Airat M. Gimazetdinov، نويسنده , , Salavat S. Gataullin، نويسنده , , Ivan S. Bushmarinov، نويسنده , , Mansur S. Miftakhov، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2012
Pages :
5
From page :
5754
To page :
5758
Abstract :
Diastereomeric amides produced via the cleavage of easily available (±)-7,7-dichloro-4-exo-trimethylsilylbicyclo[3.2.0]hept-2-en-6-one by treatment with (+)-α-methylbenzylamine were transformed into bicyclic lactam-aminals, which can easily be separated by column chromatography on SiO2. The latter products lead to enantiomeric (3a,6a)-4-hydroxy-3,3a,4,6a-tetrahydro-1H-cyclopenta[c]furan-1-ones after the removal of the chiral auxiliary and epoxidation.
Keywords :
Cyclopentene block-synthons , ?-Lactones , Optical resolution , Chiral auxiliary , (+)-?-Methylbenzylamine
Journal title :
Tetrahedron
Serial Year :
2012
Link To Document :
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