cheminform abstract: synthesis of 2-alkyl (and aryl)-1-aryl-2-propen-1-ones via mcpba-mediated...

1
2002 organo-selenium compounds organo-selenium compounds S 0130 32 - 173 Synthesis of 2-Alkyl (and Aryl)-1-aryl-2-propen-1-ones via MCPBA- Mediated Oxidation of γ-(Benzotriazol-1-yl)allylic Selenides. The allylic selenides produce the corresponding selenoxides which spontaneously decompose to yield α,β-unsaturated ketones (III) irrespective of the stereo- chemistry of the double bond. Oxidation of the thio analogues of (I)/(II) with MCPBA gives stable sulfoxides. — (KIM, TAEHOON; KIM, KYONGTAE; Tetrahedron Lett. 43 (2002) 16, 3021-3024; Res. Inst. Mol. Sci., Seoul Natl. Univ., Seoul 151-742, S. Korea; EN) 1

Upload: taehoon-kim

Post on 06-Jun-2016

215 views

Category:

Documents


0 download

TRANSCRIPT

2002 organo-selenium compounds

organo-selenium compoundsS 0130

32 - 173Synthesis of 2-Alkyl (and Aryl)-1-aryl-2-propen-1-ones via MCPBA-Mediated Oxidation of γ-(Benzotriazol-1-yl)allylic Selenides. —The allylic selenides produce the corresponding selenoxides which spontaneouslydecompose to yield α,β-unsaturated ketones (III) irrespective of the stereo-chemistry of the double bond. Oxidation of the thio analogues of (I)/(II) withMCPBA gives stable sulfoxides. — (KIM, TAEHOON; KIM, KYONGTAE;Tetrahedron Lett. 43 (2002) 16, 3021-3024; Res. Inst. Mol. Sci., Seoul Natl.Univ., Seoul 151-742, S. Korea; EN)

1