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首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >Boron trifluoride mediated addition of nucleophiles to endo- and exo-substituted norbornene derivatives
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Boron trifluoride mediated addition of nucleophiles to endo- and exo-substituted norbornene derivatives

机译:三氟化硼介导的亲核试剂向内部和外部取代的降冰片烯衍生物的加成

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摘要

Remote substituent effects on the regioselectivity and stereoselectivity in the boron trifluoride mediated addition of nucleophiles (iodide and bromide) to endo- and exo-2-substituted norbornene derivatives have been investigated. The main products of the reactions resulted from the regioselective addition of nucleophiles to the double bond of norbornene derivatives. Products resulting from the Wagner-Meerwein type rearrangement were also isolated in considerable amounts. All of the reactions gave the addition products in reasonably good yields with high regioselectivity. The endo/exo selectivity, on the other hand, changed depending on the nucleophile and the substrate.
机译:已经研究了远程取代基对三氟化硼介导的亲核试剂(碘化物和溴化物)向内和外-2-取代的降冰片烯衍生物的区域选择性和立体选择性的影响。反应的主要产物是由亲核试剂在降冰片烯衍生物的双键上的区域选择性加成产生的。 Wagner-Meerwein类型重排产生的产物也被大量分离。所有反应均以较高的区域选择性以合理的产率得到加成产物。另一方面,内/外选择性随亲核试剂和底物而变化。

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