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4668540 
Journal Article 
Synthesis and reactions of terpenyl diselenides functionalized with phenyl and naphthyl groups 
Scianowski, J; Szumera, J; Kiernan, P; Paulla, AJ 
2016 
Tetrahedron: Asymmetry
ISSN: 0957-4166 
27 
238-245 
English 
An efficient methodology for the synthesis of chiral terpenyl diselenides functionalized with phenyl and naphthyl groups has been developed. Using the reaction of sodium diselenide with terpenyl tosylates and chlorides, the corresponding diselenides derived from 8-phenyl menthol and isopinocampheol modified at the 10-position were obtained. Diselenides were transformed into electrophilic selenium reagents and tested in the asymmetric selenenylation of styrene. The effect of aryl groups on the enantioselectivity of the addition reaction was examined. (C) 2016 Elsevier Ltd. All rights reserved.