A PhSeCl-Mediated Allylic Oxidation of Prenyl Moiety: A Convenient Method for the Construction of 3-Isopenten-2-ol Unit

Motoko Oshida; Tomoaki Nakamura; Atsuo Nakazaki; Susumu Kobayashi

doi:10.1248/cpb.56.404

Notes

A PhSeCl-Mediated Allylic Oxidation of Prenyl Moiety: A Convenient Method for the Construction of 3-Isopenten-2-ol Unit

Motoko Oshida, Tomoaki Nakamura, Atsuo Nakazaki, Susumu Kobayashi

著者情報

キーワード: allylic oxidation, trisubstituted alkene, sigmatropic rearrangement, phenylselenenyl chloride, prenyl moiety, 3-isopenten-2-ol

ジャーナルフリー

2008 年 56 巻 3 号 p. 404-406

DOI https://doi.org/10.1248/cpb.56.404

詳細

抄録

A phenylselenenyl chloride (PhSeCl)-mediated allylic oxidation to give allylically rearranged alcohol has been developed. A possible mechanism for the present reaction is generation of allylic selenide from prenyl moiety via [1,3]-sigmatropic rearrangement, followed by oxidation and [2,3]-sigmatropic rearrangement to afford 3-isopenten-2-ol.

責任著者(Corresponding author)

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