Synthesis of Nine‐Membered Carbocycles by the [4+3+2] Cycloaddition Reaction of Ethyl Cyclopropylideneacetate and Dienynes | Zendy

Saito Shinichi | Zendy; Maeda Kyotaro | Zendy; Yamasaki Ryu | Zendy; Kitamura Takuya | Zendy; Nakagawa Minami | Zendy; Kato Korehito | Zendy; Azumaya Isao | Zendy; Masu Hyuma | Zendy

Premium

Synthesis of Nine‐Membered Carbocycles by the [4+3+2] Cycloaddition Reaction of Ethyl Cyclopropylideneacetate and Dienynes

Author(s) -

Saito Shinichi,

Maeda Kyotaro,

Yamasaki Ryu,

Kitamura Takuya,

Nakagawa Minami,

Kato Korehito,

Azumaya Isao,

Masu Hyuma

Publication year - 2010

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.200907052

Subject(s) - cycloaddition , chemistry , scheme (mathematics) , computer science , information retrieval , combinatorial chemistry , stereochemistry , organic chemistry , mathematics , catalysis , mathematical analysis

Various dienynes reacted efficiently with ethyl cyclopropylideneacetate in the presence of [Ni(cod) 2 ]/PPh 3 , and cyclononadienes were synthesized in a selective manner. Dienynes tethered with aromatic rings were very good substrates, and the corresponding tricyclic compounds were isolated in high yields. The reaction provides a new route for the synthesis of nine‐membered carbocycles (see scheme).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research