Lithium trimethylalkynylaluminate, a new chemoselective alkynylating agent

Jin Hee Ahn, Taebo Sim, Meyoung J. 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 Dec 1
Externally publishedYes

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Lithium
Halogen compounds
Carbonyl compounds
Nitriles
Epoxy Compounds
Ketones
Aldehydes
Amides
Functional groups
propargyl alcohol

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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

Lithium trimethylalkynylaluminate, a new chemoselective alkynylating agent. / Ahn, Jin Hee; Sim, Taebo; Joung, Meyoung J.; Yoon, Nung Min.

In: Bulletin of the Korean Chemical Society, Vol. 17, No. 4, 01.12.1996, p. 380-384.

Research output: Contribution to journalArticle

Ahn, JH, Sim, T, Joung, MJ & Yoon, NM 1996, 'Lithium trimethylalkynylaluminate, a new chemoselective alkynylating agent', Bulletin of the Korean Chemical Society, vol. 17, no. 4, pp. 380-384.
Ahn, Jin Hee ; Sim, Taebo ; Joung, Meyoung J. ; Yoon, Nung Min. / Lithium trimethylalkynylaluminate, a new chemoselective alkynylating agent. In: Bulletin of the Korean Chemical Society. 1996 ; Vol. 17, No. 4. pp. 380-384.
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