Photoremovable chiral auxiliary
Language English Country Great Britain, England Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
21701728
DOI
10.1039/c1pp05096f
Knihovny.cz E-resources
- MeSH
- Benzoin analogs & derivatives chemical synthesis chemistry MeSH
- Photolysis MeSH
- Models, Molecular MeSH
- Molecular Structure MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Benzoin MeSH
A new concept of a photoremovable chiral auxiliary (PCA), based on the chiral benzoin chromophore, is introduced. This moiety can control the asymmetric formation of a Diels-Alder adduct, and then be removed in a subsequent photochemical step in high chemical and quantum yields. Selective formation of the products at up to 96% ee was observed in the presence of a Lewis acid catalyst in the case of a 2-methoxybenzoinyl chiral auxiliary.
References provided by Crossref.org
Photoremovable protecting groups in chemistry and biology: reaction mechanisms and efficacy
