Reaction of α,β‐unsaturated ketones using cerium (IV) sulfate tetrahydrate in acetic acid期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

Reaction of α,β‐unsaturated ketones using cerium (IV) sulfate tetrahydrate in acetic acid

Authors:	Ken‐ichi Itoh Takamitsu Utsukihara Kenji Funayama Hiroshi Sakamaki Miyuki Kanamori T. Tomoyoshi Takahashi Yoshikazu Saitoh Masatoshi Matsushita Liangyou He Chikao Hashimoto Takashi Sugiyama C. Akira Horiuchi

Affiliation:	1. College of Science and Technology, Nihon University, 7‐24‐1 Narashinodai, Funabashi‐shi, Chiba 274‐8501, Japan;2. Department of Chemistry, Rikkyo (St Paul's) University, 3‐34‐1 Nishi‐ikebukuro, Toshima‐ku, Tokyo 171‐8501, Japan;3. Department of Chemistry, The Jikei University School of Medicine, Kokuryo‐cho, Chofu‐shi, Tokyo 182‐8570, Japan;4. Institute for Chemical Research, Kyoto University, Uji, Kyoto 611‐0011, Japan

Abstract:	The reaction of α,β‐unsaturated ketones with cerium (IV) sulfate tetrahydrate [Ce(SO₄)₂·4H₂O, CS] in acetic acid gave the corresponding β‐acetoxy ketones. In the case of 2‐cyclohexen‐1‐one with CS in acetic acid, benzobicyclo[2.2.2]octen‐2‐one was obtained. The reaction mechanism also was proposed. Moreover, we report the aromatization and esterification of (R)‐(?)‐carvone by CS in acetic acid. Copyright © 2007 John Wiley & Sons, Ltd.

Keywords:	α ,β ‐unsaturated ketones cerium(IV) sulfate tetrahydrate acetic acid β ‐acetoxy ketones benzobicyclo[2.2.2]octen‐2‐one