Abstract
1-Naphthyl phenyl acylates upon irradiation in solution yield eight products via β-cleavage process. However, excitation of these molecules as included in γ-cyclodextrin results in a single product (>95%). This medium dependent product selectivity is attributed to conformational and translational restrictions enforced on the reactant as well as intermediates by the cyclodextrin cavity.
Original language | English (US) |
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Pages (from-to) | 3207-3210 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 44 |
Issue number | 15 |
DOIs | |
State | Published - Apr 7 2003 |
Externally published | Yes |
Keywords
- 1-naphthyl phenyl acylates
- Cyclodextrin
- Photo-Fries reaction
- Product control
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery