Several unsaturated natural terpenes have been easily converted, in good yields, into the corresponding enantiomerically pure beta-azidoselenides by addition of the electrophilic selenium reagent PhSeOTf in the presence of sodium azide. These reactions are stereospecific anti additions, which occur with a Markovnikov orientation. Examples of the synthetic importance of these beta-azidoselenides are also reported.
Synthesis of enantiomerically pure beta-azidoselenides starting from natural terpenes
TIECCO, Marcello;TESTAFERRI, Lorenzo;SANTI, Claudio;TOMASSINI, Cristina;SANTORO, STEFANO;MARINI, Francesca;BAGNOLI, Luana;TEMPERINI, Andrea
2007
Abstract
Several unsaturated natural terpenes have been easily converted, in good yields, into the corresponding enantiomerically pure beta-azidoselenides by addition of the electrophilic selenium reagent PhSeOTf in the presence of sodium azide. These reactions are stereospecific anti additions, which occur with a Markovnikov orientation. Examples of the synthetic importance of these beta-azidoselenides are also reported.File in questo prodotto:
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