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HERO ID
4668540
Reference Type
Journal Article
Title
Synthesis and reactions of terpenyl diselenides functionalized with phenyl and naphthyl groups
Author(s)
Scianowski, J; Szumera, J; Kiernan, P; Paulla, AJ
Year
2016
Is Peer Reviewed?
1
Journal
Tetrahedron: Asymmetry
ISSN:
0957-4166
Volume
27
Issue
6
Page Numbers
238-245
Language
English
DOI
10.1016/j.tetasy.2016.02.004
Web of Science Id
WOS:000372760700002
URL
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84960415275&doi=10.1016%2fj.tetasy.2016.02.004&partnerID=40&md5=7ca16b1dc7116db74e4a93485e8e460b
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Abstract
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.
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