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Diarylprolinol-Mediated Asymmetric Direct Cross-Aldol Reaction of α,β-Unsaturated Aldehyde as an Electrophilic Aldehyde

Yujiro Hayashi, Kaito Nagai, Shigenobu Umemiya

Chem Asian J. 2019 Dec 2;14(23):4146-4149.

PMID: 31670459

Abstract:

The diarylprolinol-mediated asymmetric direct cross-aldol reaction of α,β-unsaturated aldehyde as an electrophilic aldehyde was developed. The reaction becomes accelerated by an acid when a carbonyl group is introduced at the γ-position of the α,β-unsaturated aldehyde. Synthetically useful γ,δ-unsaturated β-hydroxy aldehydes were obtained with high anti-selectivity and excellent enantioselectivity.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP1329422265 Phenyl-α-MIDA-boryl aldehyde Phenyl-α-MIDA-boryl aldehyde 1329422-26-5 Price
AP1329422561 4-Tolyl-α-MIDA-boryl aldehyde 4-Tolyl-α-MIDA-boryl aldehyde 1329422-56-1 Price
AP1329422572 4-Fluorophenyl-α-MIDA-boryl aldehyde 4-Fluorophenyl-α-MIDA-boryl aldehyde 1329422-57-2 Price
AP1329422594 Cyclohexyl-α-MIDA-boryl aldehyde Cyclohexyl-α-MIDA-boryl aldehyde 1329422-59-4 Price
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