Domino Reaction of 2,3‐Epoxy‐1‐alcohols and PIFA in the Presence of H 2 O and the Concise Synthesis of (+)‐Tanikolide | Zendy

Kita Yasuyuki | Zendy; Matsuda Satoshi | Zendy; Fujii Eri | Zendy; Horai Mai | Zendy; Hata Kayoko | Zendy; Fujioka Hiromichi | Zendy

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Domino Reaction of 2,3‐Epoxy‐1‐alcohols and PIFA in the Presence of H 2 O and the Concise Synthesis of (+)‐Tanikolide

Author(s) -

Kita Yasuyuki,

Matsuda Satoshi,

Fujii Eri,

Horai Mai,

Hata Kayoko,

Fujioka Hiromichi

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200501686

Subject(s) - domino , epoxy , sequence (biology) , chemistry , scheme (mathematics) , computer science , combinatorial chemistry , organic chemistry , mathematics , catalysis , biochemistry , mathematical analysis

Lactols are prepared by a single operation , in which 2,3‐epoxy‐1‐alcohols are treated with phenyliodine( III ) bis(trifluoroacetate) (PIFA) in the presence of H 2 O. Thus, an efficient domino three‐ or four‐step sequence has been developed and applied to the concise synthesis of (+)‐tanikolide (see scheme).

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