Highly Enantioselective Organocatalytic Conjugate Addition of Nitromethane to α,β-Unsaturated Aldehydes: Three-Step Synthesis of Optically Active Baclofen
✍ Scribed by Liansuo Zu; Hexin Xie; Hao Li; Jian Wang; Wei Wang
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- English
- Weight
- 179 KB
- Volume
- 349
- Category
- Article
- ISSN
- 1615-4150
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📜 SIMILAR VOLUMES
## Abstract The first example of an organocatalytic asymmetric Michael addition of aldehydes to α,β‐unsaturated thiol esters promoted by chiral diphenylprolinol silyl ether is presented. The reaction occurs with good yields, diastereoselectivity and excellent enantioselectivity.
Organocatalysis [1] has expanded widely within the last few years, since the rediscovery of the proline-catalyzed aldol reaction. [2] Since then, several different methods, such as fluorination, [3] chlorination, [4] bromination, [5] sulfenylation, [6] amination, [7] and Mannich reactions, [8] have
## Abstract No base is required for the Mg(II)‐catalyzed conjugate addition of nitromethane to α′‐hydroxy enones in the presence of molecular sieves. Good enantioselectivities are attained using 3 or 4 Å MS and about 10 mol % of Mg(OTf)~2~‐chiral bisoxazoline complexes. Elaboration of the adducts t
Chiral lactones and lactams are endowed with a large spectrum of biological properties [1] including very important pharmaceutical activities. [2] The chiral piperidines (À)paroxetine hydrochloride 1, marketed as paxil/seroxat, and (+)-femoxetine 2 are selective serotonin reuptake inhibitors and are