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Photoremovable chiral auxiliary
VB. Kammath, P. Sebej, T. Slanina, Z. Kříž, P. Klán
Jazyk angličtina Země Anglie, Velká Británie
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
21701728
DOI
10.1039/c1pp05096f
Knihovny.cz E-zdroje
- MeSH
- benzoin analogy a deriváty chemická syntéza chemie MeSH
- fotolýza MeSH
- molekulární modely MeSH
- molekulární struktura MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem 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.
Central European Institute of Technology Masaryk University Kamenice 5 Brno Czech Republic
Department of Chemistry Faculty of Science Masaryk University Brno Czech Republic
Department of Chemistry Faculty of Science Masaryk University Kamenice 5 Brno Czech Republic
Citace poskytuje Crossref.org
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- $a 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.
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