Lithium trimethylalkynylaluminate, a new chemoselective alkynylating agent

Jin Hee Ahn, Tae Bo Sim, Meyoung Ju Joung, Nung Min Yoon

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Lithium trimethylalkynylaluminates, prepared conveniently by reacting trimethylaluminum with lithium alkynide, readily react with aldehydes and ketones to give the corresponding propargyl alcohols in 70-95% yields. The reaction is highly chemoselective; thus many other functional groups such as amides, nitriles, epoxides and halogen compounds are inert under the reaction conditions. The reagents also show an excellent 1,2-regiospecificity in the reactions with cyclic or acyclic α,β-unsaturated carbonyl compounds.

Original languageEnglish
Pages (from-to)380-384
Number of pages5
JournalBulletin of the Korean Chemical Society
Volume17
Issue number4
Publication statusPublished - 1996

ASJC Scopus subject areas

  • Chemistry(all)

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    Ahn, J. H., Sim, T. B., Joung, M. J., & Yoon, N. M. (1996). Lithium trimethylalkynylaluminate, a new chemoselective alkynylating agent. Bulletin of the Korean Chemical Society, 17(4), 380-384.