A tripeptide-like prolinamide-thiourea as an aldol reaction catalyst

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A tripeptide-like prolinamide-thiourea as an aldol reaction catalyst

Kokotos, Christoforos G.
Kokotos, George
Fotaras, Stamatis

Text
Text (Journal article)

2012-05-30


A tripeptide-like prolinamide-thiourea catalyst with (S)-proline, (1S,2S)-diphenylethylenediamine and (S)-di-tert-butyl aspartate as building blocks provides the products of the reaction between ketones and aromatic aldehydes in high to quantitative yields and high stereoselectivities (up to 99 : 1 dr and 99% ee). Both the chiral centers of the diamine unit are essential, while the thiourea hydrogen originating from the amine and the amide hydrogen play a predominant role for the catalyst efficiency.

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English

Organic & Biomolecular Chemistry (OBC), 10: 5613-5619




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