Issue 10, 2011

Enantioselective Mannich reaction of a highly reactive Horner–Wadsworth–Emmons reagent with imines catalyzed by a bifunctional thiourea

Abstract

N-acyl pyrrole phosphonates were identified as a class of highly reactive HWE reagents. The asymmetric addition of the present HWE reagents to N-carbamoyl imines generated in situ was achieved. The corresponding Mannich adducts can be further transformed to aza-MBH type products in good to excellent enantioselectivities.

Graphical abstract: Enantioselective Mannich reaction of a highly reactive Horner–Wadsworth–Emmons reagent with imines catalyzed by a bifunctional thiourea

Supplementary files

Article information

Article type
Edge Article
Submitted
09 Jun 2011
Accepted
23 Jun 2011
First published
13 Jul 2011

Chem. Sci., 2011,2, 1918-1921

Enantioselective Mannich reaction of a highly reactive Horner–Wadsworth–Emmons reagent with imines catalyzed by a bifunctional thiourea

D. Zhao, D. Yang, Y. Wang, Y. Wang, L. Wang, L. Mao and R. Wang, Chem. Sci., 2011, 2, 1918 DOI: 10.1039/C1SC00351H

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