Tuning the Reactivity of Oxygen/Sulfur by Acidity of the Catalyst in Prins Cyclization: Oxa- versus Thia-Selectivity
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https://figshare.com/articles/dataset/Tuning_the_Reactivity_of_Oxygen_Sulfur_by_Acidity_of_the_Catalyst_in_Prins_Cyclization_Oxa_versus_Thia_Selectivity/2312764
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资源简介:
An unprecedented oxa- versus thia-selectivity
has been observed
in Prins cyclization of 6-mercaptohex-3-en-1-ol with aldehydes.
In the presence of a stoichiometric amount of strong Lewis or Brønsted
acids, the reaction provides the hexahydro-2H-thieno[3,2-c]pyran skeleton predominantly via oxonium-Prins
cyclization. In contrast, a catalytic amount of weak Lewis or Brønsted
acids provides the hexahydro-2H-thiopyrano[4,3-b]furan preferentially through thionium-Prins cyclization.
创建时间:
2016-02-17



