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Proton-accelerated Lewis acid catalysis for stereo- and regioselective isomerization of epoxides to allylic alcohols.
Noji, Masahiro; Baba, Misako; Hirabe, Rina; Hayashi, Satoshi; Takanami, Toshikatsu.
Affiliation
  • Noji M; Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan. mnoji@my-pharm.ac.jp takanami@my-pharm.ac.jp.
  • Baba M; Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan. mnoji@my-pharm.ac.jp takanami@my-pharm.ac.jp.
  • Hirabe R; Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan. mnoji@my-pharm.ac.jp takanami@my-pharm.ac.jp.
  • Hayashi S; Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan. mnoji@my-pharm.ac.jp takanami@my-pharm.ac.jp.
  • Takanami T; Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan. mnoji@my-pharm.ac.jp takanami@my-pharm.ac.jp.
Chem Commun (Camb) ; 57(58): 7104-7107, 2021 Jul 20.
Article in En | MEDLINE | ID: mdl-34179905
ABSTRACT
The isomerization of epoxides to allylic alcohols was developed via proton-accelerated Lewis acid catalysis. The addition of tBuOH as a proton source is the key to the efficient catalytic cycle. Trisubstituted epoxides, including enantioenriched derivatives, were selectively converted to secondary-allylic alcohols without loss of enantiopurity.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2021 Document type: Article
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2021 Document type: Article