Tantalum-alkyne complexes as synthetic intermediates. Stereoselective preparation of trisubstituted allylic alcohols from acetylenes and aldehydes

Kazuhiko Takai, Yasutaka Kataoka, Kiitiro Utimoto

Research output: Contribution to journal › Article

57 Citations (Scopus)

Abstract

A variety of tantalum-alkyne complexes have been generated (but not isolated) by treatment of alkynes with low-valent tantalum derived from TaCl5 and zinc. These complexes add to carbonyl compounds in a one-to-one fashion to yield (E)-allylic alcohols, regio- and stereoselectively.

Original languageEnglish
Pages (from-to)1707-1708
Number of pages2
JournalJournal of Organic Chemistry
Volume55
Issue number6
Publication statusPublished - 1990
Externally publishedYes

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Tantalum
Alkynes
Aldehydes
Carbonyl compounds
Zinc
allyl alcohol

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Tantalum-alkyne complexes as synthetic intermediates. Stereoselective preparation of trisubstituted allylic alcohols from acetylenes and aldehydes. / Takai, Kazuhiko; Kataoka, Yasutaka; Utimoto, Kiitiro.

In: Journal of Organic Chemistry, Vol. 55, No. 6, 1990, p. 1707-1708.

Research output: Contribution to journal › Article

Takai, K, Kataoka, Y & Utimoto, K 1990, 'Tantalum-alkyne complexes as synthetic intermediates. Stereoselective preparation of trisubstituted allylic alcohols from acetylenes and aldehydes', Journal of Organic Chemistry, vol. 55, no. 6, pp. 1707-1708.
Takai K, Kataoka Y, Utimoto K. Tantalum-alkyne complexes as synthetic intermediates. Stereoselective preparation of trisubstituted allylic alcohols from acetylenes and aldehydes. Journal of Organic Chemistry. 1990;55(6):1707-1708.
Takai, Kazuhiko ; Kataoka, Yasutaka ; Utimoto, Kiitiro. / Tantalum-alkyne complexes as synthetic intermediates. Stereoselective preparation of trisubstituted allylic alcohols from acetylenes and aldehydes. In: Journal of Organic Chemistry. 1990 ; Vol. 55, No. 6. pp. 1707-1708.
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