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
✦ LIBER ✦
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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