Ir/PTC cooperatively catalyzed asymmetric umpolung allylation of α-imino ester enabled synthesis of α-quaternary amino acid derivatives bearing two vicinal stereocenters. Issue 12 (25th January 2017)

• Record Type: Journal Article
• Authors: Su, Yong-Liang; Li, Yu-Hui; Chen, Yu-Gen; Han, Zhi-Yong
• Is Part Of: Chemical communications. Volume 53:Issue 12(2017)
• Page Start: 1985
• Page End: 1988
• Publication Date: 2017-01-25
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c6cc09654a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A novel Ir/PTC (phase-transfer catalyst) cooperatively catalyzed asymmetric umpolung allylation of simple α-imino esters is developed and it provides facile access to α-quaternary amino acid derivatives bearing two vicinal stereocenters. Abstract : A novel Ir/PTC (phase-transfer catalyst) cooperatively catalyzed asymmetric umpolung allylation of simple α-imino esters is developed and it provides facile access to α-quaternary amino acid derivatives bearing two vicinal stereocenters. Both the metal catalyst and the phase-transfer catalyst are crucial for this methodology. The reaction features good yields, high diastereo- and enantio-selectivities, ease of scale-up to gram scale and further transformation of the products ( e.g. to quaternary proline analogues with multi stereocenters).