Kumarasamy, Elango ; Raghunathan, Ramya ; Kandappa, Sunil Kumar ; Sreenithya, A. ; Jockusch, Steffen ; Sunoj, Raghavan B. ; Sivaguru, J. (2016) Transposed Paterno–Buchi reaction Journal of the American Chemical Society, 139 (2). pp. 655-662. ISSN 0002-7863
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jacs.6b05936
Related URL: http://dx.doi.org/10.1021/jacs.6b05936
Abstract
A complementary strategy of utilizing nπ* excited state of alkene instead of nπ* excited state of the carbonyl chromophore in a “transposed Paterno–Buchi” reaction is evaluated with atropisomeric enamides as the model system. Based on photophysical investigations, the nature of excited states and the reactive pathway was deciphered leading to atropselective reaction. This new concept of switching of excited-state configuration should pave the way to control the stereochemical course of photoreaction due to the orbital approaches required for photochemical reactivity.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 109681 |
| Deposited On: | 02 Aug 2017 11:40 |
| Last Modified: | 03 Aug 2017 06:05 |
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