Stereodivergent Photoelectrocyclization Reactions of Bis-aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates with Acid.
Stereodivergent Photoelectrocyclization Reactions of Bis-aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates with Acid.
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双芳基环烯酮的立体发散光电环化反应:用酸拦截光电环化中间体。
DOI:
10.1021/acs.orglett.9b03214
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发表时间:
2019
期刊:
影响因子:
5.2
通讯作者:
Rainier,JonD
中科院分区:
文献类型:
--
作者:
Zhao,Xuchen;Song,Changqing;Rainier,JonD
Described here are tandem photoelectrocyclization and [1,5]-hydride shift reactions of heteroaryl-containing bis-aryl cyclohexenone derivatives that give heteroaryl-substituted dihydrophenanthrenes. This Letter demonstrates that electrocyclization intermediates can be trapped with acid when the [1,5]-hydride shift is relatively slow. From a practical perspective, the observation that the acid-mediated reaction gives a divergent stereochemical outcome when compared with the reaction run under neutral conditions makes these transformations powerful.
DOI:
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发表时间:
1978
期刊:
影响因子:
--
作者:
P. F. D. Violet;R. Bonneau;R. Lapouyade;R. Koussini;W. R. Ware
通讯作者:
W. R. Ware
DOI:
--
发表时间:
2015
期刊:
影响因子:
--
作者:
T. Hudlický
通讯作者:
T. Hudlický
DOI:
--
发表时间:
1974
期刊:
影响因子:
--
作者:
S. W. Horgan;David D. Morgan;M. Orchin
通讯作者:
M. Orchin