Author/Authors :
Abdullah, Noraishah Organic Synthesis Laboratory - Institute of Science - Universiti Teknologi MARA - Puncak Alam Campus - 43200 Bandar Puncak Alam - Selangor Darul Ehsan, Malaysia , Shaameri, Zurina Organic Synthesis Laboratory - Institute of Science - Universiti Teknologi MARA - Puncak Alam Campus - 43200 Bandar Puncak Alam - Selangor Darul Ehsan, Malaysia , Sazali Hamzah, Ahmad Organic Synthesis Laboratory - Institute of Science - Universiti Teknologi MARA - Puncak Alam Campus - 43200 Bandar Puncak Alam - Selangor Darul Ehsan, Malaysia , Mohammat, Mohd Fazli Organic Synthesis Laboratory - Institute of Science - Universiti Teknologi MARA - Puncak Alam Campus - 43200 Bandar Puncak Alam - Selangor Darul Ehsan, Malaysia
Abstract :
New and novel prolinamide organocatalysts were synthesized from L-proline and trans-4-hydroxy-L-proline under optimized conditions (93%–97% yield). The catalytic potential of both catalysts was assessed in direct aldol condensation reactions between cyclohexanone and 4-nitrobenzaldehyde. Different solvents were used to study the solvent effect to generate good yields. Water was found to be the most effective solvent, giving the highest yield of 81%. Enantioselectivities and diastereoselectivity of the aldol products formed through the use of the synthesized catalysts gave moderate to good yields and stereoselectivity.
Keywords :
Aldol reaction , organocatalyst , proline , enantioselectivity , prolineamide