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Catalytic Enantioselective Addition of Nitro Compounds to Imines—A Simple Approach for the Synthesis of Optically Activeβ-Nitro-α-Amino Esters

Angewandte Chemie International EditionPublished 17 August 2001
Nagatoshi Nishiwaki, Kristian Rahbek Knudsen, Kurt V. Gothelf, Karl Anker Jørgensen
Citations189
SJR quartileQ1
SJR score5.55
SNIP2.47

TL;DR

The catalytic and asymmetric nitro-Mannich reaction of nitro compounds to α-imino ester catalyzed by chiral bisoxazoline-copper complexes gave β-nitro-α-amino esters with excellent diastereo- and enantioselectivities.

Abstract

The catalytic and asymmetric nitro-Mannich reaction of nitro compounds to α-imino esters catalyzed by chiral bisoxazoline-copper complexes [Eq. (1); Pg = protecting group] gave β-nitro-α-amino esters with excellent diastereo- and enantioselectivities. The reactions can be performed under ambient conditions.

Keywords

Chemistry