Rhenium( I )‐Catalyzed Intramolecular Geminal Carbofunctionalization of Alkynes: Tandem Cyclization of ω‐Acetylenic Dienol Silyl Ethers | Zendy

Kusama Hiroyuki | Zendy; Yamabe Hokuto | Zendy; Onizawa Yuji | Zendy; Hoshino Takahiko | Zendy; Iwasawa Nobuharu | Zendy

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Rhenium( I )‐Catalyzed Intramolecular Geminal Carbofunctionalization of Alkynes: Tandem Cyclization of ω‐Acetylenic Dienol Silyl Ethers

Author(s) -

Kusama Hiroyuki,

Yamabe Hokuto,

Onizawa Yuji,

Hoshino Takahiko,

Iwasawa Nobuharu

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.200461559

Subject(s) - geminal , rhenium , silylation , intramolecular force , alkyne , tandem , enol , chemistry , catalysis , medicinal chemistry , annulation , organic chemistry , stereochemistry , materials science , composite material

Bicycle production : The low‐valent rhenium complex [ReCl(CO) 5 ] catalyzes a tandem intramolecular cyclization reaction of ω‐acetylenic dienol silyl ethers. The alkyne undergoes a geminal carbofunctionalization in the presence of 0.5–3.0 mol % [ReCl(CO) 5 ] under photoirradiation to give bicyclic enol silyl ethers in high yields (see scheme, TIPS=triisopropylsilyl).

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