Proline and 1-(2-(benzoxazole-2-yl)phenyl)-3-phenylthiourea supramolecular organocatalyst in asymmetric aldol reactions

In this work we report the (S)-proline-thiourea 1 host-guest complex as an efficient catalyst in the enan-tioselective aldol rection of ketones with aldehydes. This host-guest complex performs well at 0 degrees C, in a non-polar solvent, such as toluene, or under solvent-less conditions affording high yields (75%-86%), enantioselectivities (er > 87%) and diastereoselectivities (ds > 92%) in the asymmetric aldol reaction of ketones with aldehydes. (c) 2021 Elsevier Ltd. All rights reserved.

Automated summary

The (S)-proline-thiourea 1 host-guest complex is reported as an efficient catalyst in the enantioselective aldol reaction of ketones with aldehydes. This complex shows high yields, enantioselectivities, and diastereoselectivities under various conditions, such as at 0 degrees C, in a non-polar solvent like toluene, or under solvent-less conditions.