Direct catalytic addition of alkylnitriles to aldehydes by transition-metal/NHC complexes

Devarajulu Sureshkumar, Venkataraman Ganesh, Naoya Kumagai, Masakatsu Shibasaki

研究成果: Article査読

41 被引用数 (Scopus)

抄録

Direct catalytic addition of alkylnitriles to aldehydes allows for an atom-economical access to β-hydroxynitriles under proton transfer conditions. Direct use of alkylnitriles as pronucleophiles has been hampered due to their low acidity resulting in an inability to generate α-cyano carbanions in a catalytic manner. A transition metal/N-heterocyclic carbene (NHC) complex prepared from [{Rh(OMe)(cod)}2] and an imidazolium-based carbene was identified as an effective catalyst to promote the reaction with as little as 1.25 mol% of catalyst loading. The corresponding Rh complex, derived from chiral triazolium salt, rendered the reaction enantioselective, albeit with moderate enantioselectivity.

本文言語English
ページ(範囲)15723-15726
ページ数4
ジャーナルChemistry (Weinheim an der Bergstrasse, Germany)
20
48
DOI
出版ステータスPublished - 2014 11 24
外部発表はい

ASJC Scopus subject areas

  • 触媒
  • 有機化学

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