Cyclodextrin-mediated regioselective photo-Fries reaction of 1-naphthyl phenyl acylates

Koodanjeri, Smriti ; Pradhan, Ajit R. ; Kaanumalle, Lakshmi S. ; Ramamurthy, V. (2003) Cyclodextrin-mediated regioselective photo-Fries reaction of 1-naphthyl phenyl acylates Tetrahedron Letters, 44 (15). pp. 3207-3210. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4039(03)00422-2

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.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Cyclodextrin; photo-Fries Reaction; 1-naphthyl Phenyl Acylates; Product Control
ID Code:90059
Deposited On:04 May 2012 13:56
Last Modified:04 May 2012 14:37

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