Controlling Selectivity for Cycloadditions of Nitrones and Alkenes Tethered by Benzimidazoles: Combining Experiment and Theory.

Controlling Selectivity for Cycloadditions of Nitrones and Alkenes Tethered by Benzimidazoles: Combining Experiment and Theory.
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DOI:
10.1002/ejoc.200801211
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发表时间:
2009-04
影响因子:
2.8
通讯作者:
Tantillo, Dean J.
Tantillo, Dean J.
中科院分区:
化学3区
文献类型:
--
作者:
Meng, Liping;Wang, Selina C.;Fettinger, James C.;Kurth, Mark J.;Tantillo, Dean J.

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Herein we describe a combined experimental/theoretical study on the effects of substituents on regio- and stereoselectivity in intramolecular 1,3-dipolar cycloadditions of nitrones and alkenes tethered by benzimidazoles. By employing a large substituent at position R2 or R3, complete selectivity was achieved for either the fused or bridged cycloadduct, respectively. In addition, these cycloadducts were formed as single diastereomers in all of the cycloadditions examined.
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