Regioselective Reactions on a Chiral Substrate Controlled by the Configuration of a Chiral Catalyst
✍ Scribed by Raju Ranjith Kumar; Henri B. Kagan
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 349 KB
- Volume
- 352
- Category
- Article
- ISSN
- 1615-4150
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✦ Synopsis
Abstract
A racemic mixture may be partially transformed in the presence of a chiral catalyst by kinetic resolution and formation of products with new structural features. If the starting material is fully consumed the products may still be enantiomerically enriched. The situation is summarized in the Introduction. A brief discussion on the regioselective transformations occurring on a racemic mixture under the influence of a chiral catalyst is presented in Section 2. Often stereo‐differences occur, each enantiomer of the starting material resulting in a different product. It allows one to predict what the behaviour of some enantiopure substrates should be in presence of each of the enantiomers of a chiral catalyst. Many examples are presented in Section 3. The chiral substrates under consideration have two different reacting sites, usually of the same nature (OH, CC, allylic positions, CH for carbene insertion, epoxide fragment, etc.). In some cases the absolute configuration of the catalyst allows an excellent control of the regioselectivity. This approach is promising for the selective transformation of chiral molecules.
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v
The enantioselective catalysis of organic reactions that involve small organic molecules, known as organocatalysis, has become a rapidly growing area of research, as it offers operational simplicity together with mild reaction conditions and is environmentally benign. [1] Although organocatalysis ha