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Mechanism of the Diels-Alder Reaction

Lutz, Raymond P. and Roberts, John D. (1961) Mechanism of the Diels-Alder Reaction. Journal of the American Chemical Society, 83 (9). pp. 2198-2200. ISSN 0002-7863. doi:10.1021/ja01470a039.

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The thermal interconversions of α- and β-1-hydroxydicyclopentadiene with syn- and anti-8-hydroxydicyclopentadiene, respectively, with retention of optical activity suggest that other Diels-Alder dimers might undergo analogous rearrangements. The conversions of S-ketodicyclopentadiene and a chlorinated derivative to the Species III might be the transition state or else an intermediate, but in either case its geometry is formulated as being highly restricted.

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Additional Information:© 1961 American Chemical Society. Received March 11, 1961. Supported in part by the Office of Naval Research.
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Office of Naval Research (ONR)UNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry2685
Issue or Number:9
Record Number:CaltechAUTHORS:20151020-105557319
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Official Citation:MECHANISM OF THE DIELS-ALDER REACTION Raymond P. Lutz and John D. Roberts Journal of the American Chemical Society 1961 83 (9), 2198-2200 DOI: 10.1021/ja01470a039
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61323
Deposited By: Ruth Sustaita
Deposited On:20 Oct 2015 19:29
Last Modified:10 Nov 2021 22:47

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