ASYMMETRIC SELENOMETHOXYLATION OF ALKENES WITH CAMPHORSELENENYL SULFATE

Authors
TIECCO M TESTAFERRI L SANTI C MARINI F BAGNOLI L TEMPERINI A
Citation
M. Tiecco et al., ASYMMETRIC SELENOMETHOXYLATION OF ALKENES WITH CAMPHORSELENENYL SULFATE, Tetrahedron letters, 39(18), 1998, pp. 2809-2812
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
18
Year of publication
1998
Pages
2809 - 2812
Database
ISI
SICI code
0040-4039(1998)39:18<2809:ASOAWC>2.0.ZU;2-J
Abstract
By reaction with ammonium persulfate the easily available diselenide d erived from (1R)-(+)-camphor was converted into the camphorselenenyl s ulfate. This chiral electrophilic selenium reagent reacted at room tem perature with alkenes in the presence of methanol to afford selenometh oxylated adducts in good yields and with moderate to good facial selec tivity. The two diastereomeric addition products could be separated in most cases. (C) 1998 Elsevier Science Ltd. All rights reserved.