Selective Metal‐free HB(C 6 F 5 ) 2  Catalyzed Allene Cyclotrimerization: Formation of 1,3,5‐Trimethylenecyclohexane and Its Tris‐hydroboration Product | Zendy

Tao Xin | Zendy; Kehr Gerald | Zendy; Daniliuc Constantin G. | Zendy; Erker Gerhard | Zendy

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Selective Metal‐free HB(C 6 F 5 ) 2 Catalyzed Allene Cyclotrimerization: Formation of 1,3,5‐Trimethylenecyclohexane and Its Tris‐hydroboration Product

Author(s) -

Tao Xin,

Kehr Gerald,

Daniliuc Constantin G.,

Erker Gerhard

Publication year - 2017

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.201610530

Subject(s) - allene , borane , hydroboration , chemistry , cyclohexane , catalysis , metal , tris , medicinal chemistry , stereochemistry , organic chemistry , biochemistry

Allene is cyclotrimerized under metal‐free conditions with the borane HB(C 6 F 5 ) 2 catalyst to selectively give 1,3,5‐trimethylenecyclohexane ( 3 a ). Three‐fold hydroboration of the 1,3,5‐cyclotrimer with Piers’ borane gives the all‐ cis 1,3,5‐CH 2 B(C 6 F 5 ) 2 substituted cyclohexane product 14 .

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