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

✍ Scribed by Nagatoshi Nishiwaki; Kristian Rahbek Knudsen; Kurt V. Gothelf; Karl Anker Jørgensen


Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
102 KB
Volume
40
Category
Article
ISSN
0044-8249

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✦ Synopsis


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.


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Catalytic Enantioselective Addition of N
✍ Nagatoshi Nishiwaki; Kristian Rahbek Knudsen; Kurt V. Gothelf; Karl Anker Jørgen 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 102 KB 👁 2 views

The development of CÀC bond-forming reactions that create two new stereogenic centers with high diastereo-and enantioselectivity in a single step can open new routes to highly valuable optically active compounds. The catalytic enantioselective addition to imines [1] belongs to this class of importan