Paterno-Buechi[2+2] Photocycloaddition Reactions of Silyl Ketene Acetals: Controlling Factors on the Regio- and Stereoselectivity in the Oxetane Formations.

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  • Abe Manabu
    Department of Materials Chemistry, Graduate School of Engineering, Osaka University
  • Nojima Masatomo
    大阪大学大学院工学研究科

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Other Title
  • シリルケテンアセタール類のＰａｔｅｒｎｏ‐Ｂｕｅｃｈｉ型光［２＋２］環化付加反応　　オキセタンの位置および立体選択性に及ぼす因子
  • シリルケテンアセタールルイ ノ Paterno Buchiガタ ヒカリ 2 2 カンカ フカ ハンノウ オキセタン ノ イチ オヨビ リッタイ センタクセイ ニ オヨボス インシ
  • <I>Controlling Factors on the Regio- and Stereoselectivity in the Oxetane Formations</I>
  • オキセタンの位置および立体選択性に及ぼす因子

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Abstract

We have explored the regio- and stereoselectivity in the [2+2] photocycloaddition, so-called Paternò-Büchi reaction, of silyl ketene acetals with carbonyl compounds. The structures of the intermediates, i.e. radical cation, exciplex, 1, 4-biradical, have been proposed to be an important factor of controlling the selectivities. This account provides the useful information on the selective synthesis of oxetane derivatives.

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