Herein we describe the first asymmetric organocatalytic synthesis of 3-substituted isoindolinones in a convenient aldolcyclization- rearrangement tandem reaction of malonates with 2- 15 cyanobenzaldehyde. Bifunctional thiourea-cinchona catalysts proved to be particularly effective, giving the title compounds in high yields and moderate to good enantiomeric excesses. Moreover an efficient process of reverse crystallization led to a further enrichment up to >99% ee.
The first organocatalytic asymmetric synthesis of 3-substituted isoindolinones
PALOMBI, Laura;MASSA, Antonio
2012-01-01
Abstract
Herein we describe the first asymmetric organocatalytic synthesis of 3-substituted isoindolinones in a convenient aldolcyclization- rearrangement tandem reaction of malonates with 2- 15 cyanobenzaldehyde. Bifunctional thiourea-cinchona catalysts proved to be particularly effective, giving the title compounds in high yields and moderate to good enantiomeric excesses. Moreover an efficient process of reverse crystallization led to a further enrichment up to >99% ee.File in questo prodotto:
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