Publication details
Photoremovable Chiral Auxiliary
| Authors | |
|---|---|
| Year of publication | 2012 |
| Type | Article in Periodical |
| Magazine / Source | Photochemical & Photobiological Sciences |
| MU Faculty or unit | |
| Citation | |
| Web | http://pubs.rsc.org/en/Content/ArticleLanding/2012/PP/C1PP05096F |
| Doi | http://dx.doi.org/10.1039/C1PP05096F |
| Field | Organic chemistry |
| Keywords | Photochemistry; chiral auxiliary; benzoin; photoremovable protecting group |
| Description | 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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