Woods, Brian P. ; Baire, Beeraiah ; Hoye, Thomas R. (2014) Rates of Hexadehydro-Diels–Alder (HDDA) Cyclizations: Impact of the Linker Structure Organic Letters, 16 (17). pp. 4578-4581. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/ol502131r
Related URL: http://dx.doi.org/10.1021/ol502131r
Abstract
The rates of the hexadehydro-Diels-Alder (HDDA) reaction of substrates containing, minimally, a 1,3,8-triyne subunit are reported. Several series of related substrates, differing in the nature of the three-atom tether that links the 1,3-diyne and diynophile, were examined. Seemingly small changes in substrate structure result in large differences in cyclization rate, spanning more than 8 orders of magnitude. The reactivity trends revealed by these studies should prove useful in guiding substrate design and choice of reaction conditions in future applications.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 131583 |
| Deposited On: | 07 Dec 2022 07:48 |
| Last Modified: | 07 Dec 2022 07:48 |
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