Concepedia

Indium-mediated coupling of aldehydes with prop-2-ynyl bromides in aqueous media

Methvin Isaac, Tak Hang Chan

Journal of the Chemical Society Chemical Communications · 1995 · 109 citations · 6 references

DOI

Concepts

Abstract

Indium-mediated coupling of aldehydes 1 with prop-2-ynyl bromides 2 occurs regioseiectively to give either homoprop-2-ynyl alcohols 3 or allenylic alcohols 4 depending on the γ-substituent of the prop-2-ynyl bromide.

References

6

Tin- and indium-mediated allylation in aqueous media: application to unprotected carbohydrates

Enoch Kim, Dana M. Gordon, Walther Schmid et al. · The Journal of Organic Chemistry · 1993 · 184 citations

, , +9

Selective tin and zinc mediated allylations of carbonyl compounds in aqueous media

Christian Pétrier, Jacques Einhorn, Jean‐Louis Luche · Tetrahedron Letters · 1985 · 159 citations

, , +13

1993 R.U. Lemieux Award Lecture Organometallic-type reactions in aqueous media—a new challenge in organic synthesis

Tak Hang Chan, Chao‐Jun Li, M.C. Lee et al. · Canadian Journal of Chemistry · 1994 · 149 citations · Full text

, , +11

Synthesis of homoallylic alcohols in aqueous media

Stephen R. Wilson, María‐Eugenia Guazzaroni · The Journal of Organic Chemistry · 1989 · 116 citations

, , +6

Organometallic reactions in aqueous media. 2. Convenient synthesis of methylenetetrahydrofurans

Chao‐Jun Li, Tak Hang Chan · Organometallics · 1991 · 27 citations

, , +6