Literature DB >> 22043921

Dialkylaluminum hydride-promoted cyclodimerization of silylated 1,3-enynes via skeletal rearrangement.

Hidenori Kinoshita1, Tomoyuki Ishikawa, Katsukiyo Miura.   

Abstract

The dialkylaluminum hydride-promoted reaction of 1-silylalk-3-en-1-ynes gave symmetrical 1,2,3,5-tetrasubstituted benzenes as single regioisomers. The novel cyclodimerization via skeletal rearrangement can be rationalized by an unprecedented mechanism involving sequential hydroalumination, alkene isomerization, carboalumination, carbon-carbon bond cleavage, and retro-hydroalumination.

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Year:  2011        PMID: 22043921     DOI: 10.1021/ol202601s

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  Iron-catalysed hydroalumination of internal alkynes.

Authors:  Wen-Tao Li; Meng-Yang Hu; Jun-Wen Xiong; Xin-Yu Zhang; Shou-Fei Zhu
Journal:  Chem Sci       Date:  2022-06-13       Impact factor: 9.969

  1 in total

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