1‐Alkynyl(aryl)(tetrafluoroborato)‐λ 3 ‐bromanes as Highly Efficient Michael Acceptors: Uncatalyzed Conjugate Addition of 1‐Alkynyl(trialkyl)stannanes To Yield Symmetrical and Unsymmetrical 1,3‐Butadiynes | Zendy

Ochiai Masahito | Zendy; Nishi Yoshio | Zendy; Goto Satoru | Zendy; Frohn Hermann J. | Zendy

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1‐Alkynyl(aryl)(tetrafluoroborato)‐λ 3 ‐bromanes as Highly Efficient Michael Acceptors: Uncatalyzed Conjugate Addition of 1‐Alkynyl(trialkyl)stannanes To Yield Symmetrical and Unsymmetrical 1,3‐Butadiynes

Author(s) -

Ochiai Masahito,

Nishi Yoshio,

Goto Satoru,

Frohn Hermann J.

Publication year - 2005

Publication title -

angewandte chemie

Language(s) - German

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.200461985

Subject(s) - chemistry , conjugate , aryl , yield (engineering) , medicinal chemistry , stereochemistry , organic chemistry , mathematics , physics , mathematical analysis , alkyl , thermodynamics

Symmetrische 1,3‐Diine entstehen bei der oxidativen Homokupplung von Alkinylstannanen mit einem Aryldifluor‐λ 3 ‐broman in Gegenwart von BF 3 ⋅Et 2 O (siehe Schema, Ar= p ‐CF 3 C 6 H 4 ). Die Reaktion verläuft über eine Michael‐Addition der Alkinylstannane an zuvor gebildete Alkinyl‐λ 3 ‐bromane. Die Kreuzkupplung von Alkinyl‐λ 3 ‐bromanen mit Alkinylstannanen liefert unsymmetrische 1,3‐Diine (siehe Schema).

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