Oxidation of allylselenides with the sharpless AD-reagents

Tetrahedron Letters

Volumn 38, Issue 18, 1997, Pages 3315-3318

  Krief, Alain ^a   Colaux, Catherine ^a   Dumont, Willy ^a  

^a UNIVERSITY OF NAMUR   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOSELENIUM DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; OXIDATION; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030938842     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00596-0     Document Type: Article

References (34)

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29. (c) 2,3-dihydroxy-1-phenylthiohexane was obtained, as already reported, from AD-mix-β (71 % yield, 92 % e.e.) and in lower yield and e.e. from AD-mix-α (55 % yield, 77% e.e.).
30. 5a,b
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33. Krief, A.; Laval, A-M. Synlett, submitted.
34. 1j,2f We however found in this study that the allyl o-nitrophenyl selenide 7c does not rearrange under a large variety of conditions : UV (solar lamp, 2.5h; TsOH, benzene, 20°C, 6h or 80°C, 5h).