Efficient asymmetric selenomethoxylation and selenohydroxylation of alkenes with a new sulfur containing chiral diselenide

Authors
Tiecco, M Testaferri, L Bagnoli, L Marini, F Temperini, A Tomassini, C Santi, C
Citation
M. Tiecco et al., Efficient asymmetric selenomethoxylation and selenohydroxylation of alkenes with a new sulfur containing chiral diselenide, TETRAHEDR L, 41(17), 2000, pp. 3241-3245
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3241 - 3245
Database
ISI
SICI code
0040-4039(20000422)41:17<3241:EASASO>2.0.ZU;2-5
Abstract
The synthesis of a new chiral non-racemic sulfur containing diselenide is d escribed. The electrophilic selenium reagent, produced from this diselenide by treatment with bromine and silver triflate, has been used to effect the selenomethoxylation and the selenohydroxylation of alkenes. These addition reactions occurred with good chemical yield and with high diastereoselecti vities. (C) 2000 Elsevier Science Ltd. All rights reserved.